FR2258384A1 - 1H-tetrazole-1-acetic acid prodn. - from glycine ester by N-formylation, dehydration and cyclisation of isocyanoacetate with hydrazoic acid - Google Patents
1H-tetrazole-1-acetic acid prodn. - from glycine ester by N-formylation, dehydration and cyclisation of isocyanoacetate with hydrazoic acidInfo
- Publication number
- FR2258384A1 FR2258384A1 FR7502002A FR7502002A FR2258384A1 FR 2258384 A1 FR2258384 A1 FR 2258384A1 FR 7502002 A FR7502002 A FR 7502002A FR 7502002 A FR7502002 A FR 7502002A FR 2258384 A1 FR2258384 A1 FR 2258384A1
- Authority
- FR
- France
- Prior art keywords
- tetrazole
- isocyanoacetate
- formylation
- cyclisation
- dehydration
- 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
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Natural products NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 title abstract 3
- GRWAIJBHBCCLGS-UHFFFAOYSA-N 2-(tetrazol-1-yl)acetic acid Chemical compound OC(=O)CN1C=NN=N1 GRWAIJBHBCCLGS-UHFFFAOYSA-N 0.000 title abstract 2
- 239000004471 Glycine Substances 0.000 title abstract 2
- -1 glycine ester Chemical class 0.000 title abstract 2
- CFCNTIFLYGKEIO-UHFFFAOYSA-N 2-isocyanoacetic acid Chemical compound OC(=O)C[N+]#[C-] CFCNTIFLYGKEIO-UHFFFAOYSA-N 0.000 title 1
- 230000018044 dehydration Effects 0.000 title 1
- 238000006297 dehydration reaction Methods 0.000 title 1
- 238000006170 formylation reaction Methods 0.000 title 1
- JUINSXZKUKVTMD-UHFFFAOYSA-N hydrogen azide Chemical compound N=[N+]=[N-] JUINSXZKUKVTMD-UHFFFAOYSA-N 0.000 title 1
- 239000002904 solvent Substances 0.000 abstract 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 150000001447 alkali salts Chemical class 0.000 abstract 1
- 125000005907 alkyl ester group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 150000003863 ammonium salts Chemical class 0.000 abstract 1
- FLKYBGKDCCEQQM-WYUVZMMLSA-M cefazolin sodium Chemical compound [Na+].S1C(C)=NN=C1SCC1=C(C([O-])=O)N2C(=O)[C@@H](NC(=O)CN3N=NN=C3)[C@H]2SC1 FLKYBGKDCCEQQM-WYUVZMMLSA-M 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
- C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D257/04—Five-membered rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Cephalosporin Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US43554374A | 1974-01-22 | 1974-01-22 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2258384A1 true FR2258384A1 (en) | 1975-08-18 |
| FR2258384B3 FR2258384B3 (en)van) | 1977-10-21 |
Family
ID=23728814
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7502002A Granted FR2258384A1 (en) | 1974-01-22 | 1975-01-22 | 1H-tetrazole-1-acetic acid prodn. - from glycine ester by N-formylation, dehydration and cyclisation of isocyanoacetate with hydrazoic acid |
Country Status (12)
| Country | Link |
|---|---|
| JP (1) | JPS50101359A (en)van) |
| AR (1) | AR205012A1 (en)van) |
| BE (1) | BE824582A (en)van) |
| DD (1) | DD117461A5 (en)van) |
| DE (1) | DE2500840A1 (en)van) |
| DK (1) | DK635174A (en)van) |
| ES (1) | ES434055A1 (en)van) |
| FR (1) | FR2258384A1 (en)van) |
| IL (1) | IL46184A0 (en)van) |
| NL (1) | NL7500773A (en)van) |
| SE (1) | SE7500216L (en)van) |
| ZA (1) | ZA747702B (en)van) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2854015B2 (de) * | 1978-12-14 | 1980-10-09 | Dynamit Nobel Ag, 5210 Troisdorf | Verfahren zur Herstellung von !H-TetrazoI-1-essigsauren und bestimmter Ester derselben |
| DE3365945D1 (en) * | 1982-03-20 | 1986-10-16 | Dynamit Nobel Ag | Process for preparing 5-chloro-1h-tetrazolo-1-carboxylic-acid esters, and a process for preparing the appropriate dichloroisonitrile-carboxylic-acid esters |
| CN113100125B (zh) * | 2021-04-07 | 2022-08-30 | 浙江省海洋水产研究所 | 一种提高刀鲚亲本成活率的方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4971565A (en)van) * | 1973-09-26 | 1974-07-10 |
-
1974
- 1974-01-01 AR AR257020A patent/AR205012A1/es active
- 1974-12-03 ZA ZA00747702A patent/ZA747702B/xx unknown
- 1974-12-04 IL IL46184A patent/IL46184A0/xx unknown
- 1974-12-06 DK DK635174A patent/DK635174A/da unknown
-
1975
- 1975-01-08 SE SE7500216A patent/SE7500216L/xx not_active Application Discontinuation
- 1975-01-10 DE DE19752500840 patent/DE2500840A1/de active Pending
- 1975-01-21 DD DD183737A patent/DD117461A5/xx unknown
- 1975-01-21 BE BE1006412A patent/BE824582A/xx unknown
- 1975-01-22 ES ES434055A patent/ES434055A1/es not_active Expired
- 1975-01-22 JP JP50010127A patent/JPS50101359A/ja active Pending
- 1975-01-22 NL NL7500773A patent/NL7500773A/xx unknown
- 1975-01-22 FR FR7502002A patent/FR2258384A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| ZA747702B (en) | 1976-07-28 |
| IL46184A0 (en) | 1975-03-13 |
| FR2258384B3 (en)van) | 1977-10-21 |
| ES434055A1 (es) | 1976-12-16 |
| NL7500773A (nl) | 1975-07-24 |
| AR205012A1 (es) | 1976-03-31 |
| DE2500840A1 (de) | 1975-07-24 |
| BE824582A (fr) | 1975-07-22 |
| JPS50101359A (en)van) | 1975-08-11 |
| SE7500216L (en)van) | 1975-07-23 |
| DD117461A5 (en)van) | 1976-01-12 |
| DK635174A (en)van) | 1975-09-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |