HCID 21426384, compound → HCID 178422823, compound

HRID 258668Notes

Reaction equation

HRID 258668 reaction equation
[Cl:1][C:2]1[C:14]2[C:9](=[C:10]([CH3:16])[C:11]([CH3:15])=[CH:12][CH:13]=2)[N:8]=[C:4]([C:5](O)=[O:6])[CH:3]=1.[NH2:17][C:18]1[NH:22][N:21]=[N:20][N:19]=1>CN(C)C=O>[Cl:1][C:2]1[C:14]2[C:9](=[C:10]([CH3:16])[C:11]([CH3:15])=[CH:12][CH:13]=2)[N:8]=[C:4]([C:5]([NH:17][C:18]2[NH:22][N:21]=[N:20][N:19]=2)=[O:6])[CH:3]=1

Participants

4

Reactant 2

HCID 21426384HCID 21426384, compoundHCID 178509299HCID 178509299, compound

Product 1

HCID 178422823HCID 178422823, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-Chloro-7,8-dimethylquinaldic acid (1.72 g) and N,N'-carbonyldiimidazole (1.18 g) in dimethylformamide (15 ml) were stirred for 4 hours at room temperature. 5-Aminotetrazole (1.24 g) was added and the mixture was stirred for 2 days at room temperature. The solid was filtered off and dissolved in a mixture of dimethylformamide and dimethylaminoethanol and the solution was acidified with dilute hydrochloric acid. 4-Chloro-7,8-dimethyl-N(1H-tetrazol-5-yl)quinaldamide was collected, m.p. 262° (d).

Workup

  1. filtrationThe solid was filtered off
  2. dissolutiondissolved in a mixture of dimethylformamide and dimethylaminoethanol
  3. custom4-Chloro-7,8-dimethyl-N(1H-tetrazol-5-yl)quinaldamide was collected

Sources & evidence

ORD record
ord-70b3a0eed7ff4487b9a24a8e005fcbbd
Source dataset
uspto-grants-1977_07
Patent number
US04034075

Reaction notes

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