RU98107605A - NITRATES OF ALCOHOLS CONTAINING AMIDIC, DINITROMETHYLENE AND NITRAMINE GROUP, METHOD FOR PRODUCING THEM; 3- (Acylamino-dinitroalkyl) -tetrahydro-1,3-oxazoles and oxazines, method for their preparation - Google Patents
NITRATES OF ALCOHOLS CONTAINING AMIDIC, DINITROMETHYLENE AND NITRAMINE GROUP, METHOD FOR PRODUCING THEM; 3- (Acylamino-dinitroalkyl) -tetrahydro-1,3-oxazoles and oxazines, method for their preparationInfo
- Publication number
- RU98107605A RU98107605A RU98107605/04A RU98107605A RU98107605A RU 98107605 A RU98107605 A RU 98107605A RU 98107605/04 A RU98107605/04 A RU 98107605/04A RU 98107605 A RU98107605 A RU 98107605A RU 98107605 A RU98107605 A RU 98107605A
- Authority
- RU
- Russia
- Prior art keywords
- oxazines
- oxazoles
- tetrahydro
- nitrates
- dinitromethylene
- Prior art date
Links
- -1 DINITROMETHYLENE Chemical class 0.000 title claims 3
- POCJOGNVFHPZNS-ZJUUUORDSA-N (6S,7R)-2-azaspiro[5.5]undecan-7-ol Chemical group O[C@@H]1CCCC[C@]11CNCCC1 POCJOGNVFHPZNS-ZJUUUORDSA-N 0.000 title claims 2
- 150000001298 alcohols Chemical class 0.000 title claims 2
- 238000004519 manufacturing process Methods 0.000 title claims 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 title 1
- 150000004893 oxazines Chemical class 0.000 title 1
- 239000003795 chemical substances by application Substances 0.000 claims 4
- 230000000802 nitrating Effects 0.000 claims 4
- 238000006243 chemical reaction Methods 0.000 claims 2
- CHNUOJQWGUIOLD-NFZZJPOKSA-N epalrestat Chemical compound C=1C=CC=CC=1\C=C(/C)\C=C1/SC(=S)N(CC(O)=O)C1=O CHNUOJQWGUIOLD-NFZZJPOKSA-N 0.000 claims 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N methylene dichloride Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims 2
- APRRQJCCBSJQOQ-UHFFFAOYSA-N 4-amino-5-hydroxynaphthalene-2,7-disulfonic acid Chemical compound OS(=O)(=O)C1=CC(O)=C2C(N)=CC(S(O)(=O)=O)=CC2=C1 APRRQJCCBSJQOQ-UHFFFAOYSA-N 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- 238000005902 aminomethylation reaction Methods 0.000 claims 1
- 238000010790 dilution Methods 0.000 claims 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims 1
- 238000002955 isolation Methods 0.000 claims 1
- 150000002823 nitrates Chemical class 0.000 claims 1
- 238000006396 nitration reaction Methods 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical class S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Claims (1)
R'C(O)N(R")(CH2)nC(NO2)2CH2N(NO2)(CH2)mONO2,
где R'=-CH3, R''=-СН2ОН, n=1, m=2 (1)
R'=-CH3, R''=-H, n=1, m=2 (2)
R'=-CH3, R''=-CH2OH, n=2, m=2 (3)
R'=-CH3, R''=-H, n=2, m=2 (4)
R'=-CH3, R''=-CH2OH, n=1, m=3 (5)
R'=-CH3, R''=-H, n=1, m=3 (6)
R''=-CH2OH, n=1, m=2 (7)
R''=-CH2OH, n=1, m=3 (8)
2. Способ получения нитратов спиртов общей формулы (I)
R'C(O)N(R")(CH2)nC(NO2)2CH2N(NO2)(CH2)mONO2,
где R'=-CH3, R''=-СН2ОН, n=1, m=2 (1)
R'=-CH3, R''=-H, n=1, m=2 (2)
R'=-CH3, R''=-CH2OH, n=2, m=2 (3)
R'=-CH3, R''=-H, n=2, m=2 (4)
R'=-CH3, R''=-CH2OH, n=1, m=3 (5)
R'=-CH3, R''=-H, n=1, m=3 (6)
R"=-CH2OH, n=1, m=2 (7)
R"=-CH2OH, n=1, m=3 (8)
путем нитрования, отличающийся тем, что действуют нитрующим средством на 3-(ациламинодинитроалкил)-тетрагидро-1,3-оксазолы и -оксазины при 0-60° с последующим разбавлением реакционной массы водой и выделением целевого продукта.1. Alcohol nitrates containing amide, dinitromethylene and nitramine groups, of the general formula (I)
R'C (O) N (R ") (CH 2 ) n C (NO 2 ) 2 CH 2 N (NO 2 ) (CH 2 ) m ONO 2 ,
where R '= - CH 3 , R''= - CH 2 OH, n = 1, m = 2 (1)
R '= - CH 3 , R''= - H, n = 1, m = 2 (2)
R '= - CH 3 , R''= - CH 2 OH, n = 2, m = 2 (3)
R '= - CH 3 , R''= - H, n = 2, m = 2 (4)
R '= - CH 3 , R''= - CH 2 OH, n = 1, m = 3 (5)
R '= - CH 3 , R''= - H, n = 1, m = 3 (6)
R '' = - CH 2 OH, n = 1, m = 2 (7)
R '' = - CH 2 OH, n = 1, m = 3 (8)
2. A method for producing nitrates of alcohols of the general formula (I)
R'C (O) N (R ") (CH 2 ) n C (NO 2 ) 2 CH 2 N (NO 2 ) (CH 2 ) m ONO 2 ,
where R '= - CH 3 , R''= - CH 2 OH, n = 1, m = 2 (1)
R '= - CH 3 , R''= - H, n = 1, m = 2 (2)
R '= - CH 3 , R''= - CH 2 OH, n = 2, m = 2 (3)
R '= - CH 3 , R''= - H, n = 2, m = 2 (4)
R '= - CH 3 , R''= - CH 2 OH, n = 1, m = 3 (5)
R '= - CH 3 , R''= - H, n = 1, m = 3 (6)
R "= - CH 2 OH, n = 1, m = 2 (7)
R "= - CH 2 OH, n = 1, m = 3 (8)
by nitration, characterized in that they act as a nitrating agent on 3- (acylaminodinitroalkyl) -tetrahydro-1,3-oxazoles and -oxazines at 0-60 °, followed by dilution of the reaction mass with water and isolation of the target product.
,
где R'=-CH3, R''=-H, n=1, m=2 (9)
R'=-CH3, R''=-H, n=2, m=2 (10)
R'=-CH3, R''=-H, n=1, m=3 (11)
R''=-H, n=1, m=2 (12)
R''=-H, n=1, m=3 (13)
7. Способ получения 3-(ациламинодинитроалкил)-тетрагидро-1,3-оксазолов и -оксазинов общей формулы (II)
,
где R'=-CH3, R''=-H, n=1, m=2 (9)
R'=-CH3, R''=-H, n=2, m=2 (10)
R'=-CH3, R''=-H, n=1, m=3 (11)
R''=-H, n=1, m=2 (12)
R''=-H, n=1, m=3 (13),
по реакции аминометилирования, отличающийся тем, что в реакцию вводят три компонента: Н-кислоту (в виде ациламинодинитроалкана), формальдегид и аминоспирт.6. 3- (Acylaminodinitroalkyl) -tetrahydro-1,3-oxazoles and -oxazines of general formula (II)
,
where R '= - CH 3 , R''= - H, n = 1, m = 2 (9)
R '= - CH 3 , R''= - H, n = 2, m = 2 (10)
R '= - CH 3 , R''= - H, n = 1, m = 3 (11)
R '' = - H, n = 1, m = 2 (12)
R '' = - H, n = 1, m = 3 (13)
7. A method of obtaining 3- (acylaminodinitroalkyl) -tetrahydro-1,3-oxazoles and -oxazines of the general formula (II)
,
where R '= - CH 3 , R''= - H, n = 1, m = 2 (9)
R '= - CH 3 , R''= - H, n = 2, m = 2 (10)
R '= - CH 3 , R''= - H, n = 1, m = 3 (11)
R '' = - H, n = 1, m = 2 (12)
R '' = - H, n = 1, m = 3 (13),
according to the aminomethylation reaction, characterized in that three components are introduced into the reaction: H-acid (in the form of acylaminodinitroalkane), formaldehyde and aminoalcohol.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
RU98107605/04A RU2146243C1 (en) | 1998-04-22 | 1998-04-22 | Alcohol nitrates containing amide, dinitromethylene and nitroamine groups, method of preparing thereof 3- (acylaminodinitroalkyl)tetrahydo-1,3-oxazoles and oxazines, and method of preparing thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
RU98107605/04A RU2146243C1 (en) | 1998-04-22 | 1998-04-22 | Alcohol nitrates containing amide, dinitromethylene and nitroamine groups, method of preparing thereof 3- (acylaminodinitroalkyl)tetrahydo-1,3-oxazoles and oxazines, and method of preparing thereof |
Publications (2)
Publication Number | Publication Date |
---|---|
RU2146243C1 RU2146243C1 (en) | 2000-03-10 |
RU98107605A true RU98107605A (en) | 2000-03-27 |
Family
ID=20205120
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
RU98107605/04A RU2146243C1 (en) | 1998-04-22 | 1998-04-22 | Alcohol nitrates containing amide, dinitromethylene and nitroamine groups, method of preparing thereof 3- (acylaminodinitroalkyl)tetrahydo-1,3-oxazoles and oxazines, and method of preparing thereof |
Country Status (1)
Country | Link |
---|---|
RU (1) | RU2146243C1 (en) |
-
1998
- 1998-04-22 RU RU98107605/04A patent/RU2146243C1/en not_active IP Right Cessation
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