Ammonium Chloride → HCID 178470518, compound

HRID 1708939Notes

Reaction equation

[NH:1]1[C:5]([C:6]([OH:8])=[O:7])=[N:4][N:3]=[N:2]1.[C:9]([C:11](OCC)=O)#N.[N-]=[N+]=[N-].[Na+].[Cl-].[NH4+]>>[NH:1]1[C:5]([C:6]([O:8][CH2:9][CH3:11])=[O:7])=[N:4][N:3]=[N:2]1

Participants

Reactant 4

HCID 25517Ammonium Chloride

HCID 33557Sodium Azide

HCID 69336Ethyl cyanoformate

HCID 178524966HCID 178524966, compound

Product 1

HCID 178470518HCID 178470518, compound

Procedure

Tetrazole-5-carboxylic acid can be prepared by treating ethyl cyanoformate with sodium azide and ammonium chloride to form ethyl tetrazole-5-carboxylate, which is hydrolyzed with alkali (e.g., KOH) to give alkali tetrazole-5-carboxylate, according to the method described in J. Med. Chem. 19, 289(1976) and Ibid, 29, 538(1986).

Sources & evidence

ORD record: ord-d2c23e0435024c3188929fa249e85593
Source dataset: uspto-grants-1990_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04946855

Reaction notes

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