1-Tetrazolylacetic acid → (1H-Tetrazol-1-yl)acetyl chloride

HRID 414742Notes

Reaction equation

HRID 414742 reaction equation
[N:1]1([CH2:6][C:7]([OH:9])=O)[CH:5]=[N:4][N:3]=[N:2]1.[Cl:10]C(N(C)C)=C(C)C>C(Cl)Cl>[N:1]1([CH2:6][C:7]([Cl:10])=[O:9])[CH:5]=[N:4][N:3]=[N:2]1

Participants

4

Reactant 2

HCID 5432071-Tetrazolylacetic acidHCID 6407921-Chloro-N,N-2-trimethylpropenylamine2×

Product 1

HCID 13232854(1H-Tetrazol-1-yl)acetyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.58 g of 2-(tetrazol-1-yl)-acetic acid are suspended in 27 ml of absolute methylene chloride, and 1.9 ml of 1-chloro-1-dimethylaminoisobutene (CDIB) are added. After stirring for 30 minutes at room temperature, a further 0.5 ml of CDIB is added and stirring is continued for a further 90 minutes. This solution of the acid chloride [IR (methylene chloride): 3.20, 5.57 μm] is further reacted directly.

Workup

  1. stirringstirring
  2. waitis continued for a further 90 minutes

Sources & evidence

ORD record
ord-bc76faeb95b649a3839f1a594e1e3f60
Source dataset
uspto-grants-1988_12
Patent number
US04794109

Reaction notes

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