JPS61260073A - １−アミジノ−４−ホルミルピペラジン類を製造する方法 - Google Patents
１−アミジノ−４−ホルミルピペラジン類を製造する方法Info
- Publication number
- JPS61260073A JPS61260073A JP60101877A JP10187785A JPS61260073A JP S61260073 A JPS61260073 A JP S61260073A JP 60101877 A JP60101877 A JP 60101877A JP 10187785 A JP10187785 A JP 10187785A JP S61260073 A JPS61260073 A JP S61260073A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- amidino
- amidinopiperazine
- compound
- formic acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- PEQMIPITRYDCFN-UHFFFAOYSA-N 4-formylpiperazine-1-carboximidamide Chemical compound NC(=N)N1CCN(C=O)CC1 PEQMIPITRYDCFN-UHFFFAOYSA-N 0.000 title claims abstract description 7
- 238000004519 manufacturing process Methods 0.000 title claims description 8
- 150000003839 salts Chemical class 0.000 claims abstract description 24
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims abstract description 22
- 229910052500 inorganic mineral Inorganic materials 0.000 claims abstract description 19
- 239000011707 mineral Substances 0.000 claims abstract description 19
- 239000002253 acid Substances 0.000 claims abstract description 18
- ZTWBXCGKRKUYSY-UHFFFAOYSA-N piperazine-1-carboximidamide Chemical compound NC(=N)N1CCNCC1 ZTWBXCGKRKUYSY-UHFFFAOYSA-N 0.000 claims abstract description 14
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims abstract description 11
- 235000019253 formic acid Nutrition 0.000 claims abstract description 11
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract description 13
- 238000006243 chemical reaction Methods 0.000 abstract description 10
- 150000001875 compounds Chemical class 0.000 abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 4
- 238000000746 purification Methods 0.000 abstract description 3
- 238000000926 separation method Methods 0.000 abstract description 3
- 230000000694 effects Effects 0.000 abstract description 2
- 239000012442 inert solvent Substances 0.000 abstract description 2
- 229940079593 drug Drugs 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 description 5
- MSSDTZLYNMFTKN-UHFFFAOYSA-N 1-Piperazinecarboxaldehyde Chemical compound O=CN1CCNCC1 MSSDTZLYNMFTKN-UHFFFAOYSA-N 0.000 description 3
- -1 1-amidino-2,6-dimethylpiperazine Chemical compound 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- OJPUGXJCTUOTHU-UHFFFAOYSA-N 2,5-dimethylpiperazine-1-carboximidamide Chemical compound CC1CN(C(N)=N)C(C)CN1 OJPUGXJCTUOTHU-UHFFFAOYSA-N 0.000 description 1
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
- JQCOLDBPPJXYQL-UHFFFAOYSA-N 2-methylpiperazine-1-carboximidamide Chemical compound CC1CNCCN1C(N)=N JQCOLDBPPJXYQL-UHFFFAOYSA-N 0.000 description 1
- RPZVORJAHQLBNU-UHFFFAOYSA-N 3-ethylpiperazine-1-carboximidamide Chemical compound C(N)(=N)N1CC(NCC1)CC RPZVORJAHQLBNU-UHFFFAOYSA-N 0.000 description 1
- FAIHBKPJKQQTOT-UHFFFAOYSA-N 3-methylpiperazine-1-carboximidamide Chemical compound CC1CN(C(N)=N)CCN1 FAIHBKPJKQQTOT-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical class Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 150000003840 hydrochlorides Chemical class 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- SDDKIZNHOCEXTF-UHFFFAOYSA-N methyl carbamimidothioate Chemical compound CSC(N)=N SDDKIZNHOCEXTF-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60101877A JPS61260073A (ja) | 1985-05-13 | 1985-05-13 | １−アミジノ−４−ホルミルピペラジン類を製造する方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60101877A JPS61260073A (ja) | 1985-05-13 | 1985-05-13 | １−アミジノ−４−ホルミルピペラジン類を製造する方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS61260073A true JPS61260073A (ja) | 1986-11-18 |
| JPH0578549B2 JPH0578549B2 (enrdf_load_stackoverflow) | 1993-10-29 |
Family
ID=14312187
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP60101877A Granted JPS61260073A (ja) | 1985-05-13 | 1985-05-13 | １−アミジノ−４−ホルミルピペラジン類を製造する方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS61260073A (enrdf_load_stackoverflow) |
-
1985
- 1985-05-13 JP JP60101877A patent/JPS61260073A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0578549B2 (enrdf_load_stackoverflow) | 1993-10-29 |
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