Water → HCID 178522652, compound

HRID 258658Notes

Reaction equation

HRID 258658 reaction equation
[C:1]([OH:13])(=O)[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[NH2:14][C:15]1[NH:19][N:18]=[N:17][N:16]=1.O>O1CCCC1.CN(C)C=O>[NH:16]1[C:15]([NH:14][C:1](=[O:13])[C:2]2[CH:11]=[CH:10][C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=2)=[N:19][N:18]=[N:17]1

Participants

6

Reactant 3

HCID 962WaterHCID 7124Quinaldic AcidHCID 178509299HCID 178509299, compound

Product 1

HCID 178522652HCID 178522652, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolvent3×HCID 8028TetrahydrofuranSolvent2×

Procedure

Quinaldic acid (1.1 g) in tetrahydrofuran (50 ml) containing dimethylformamide (5 ml) was treated with a solution of N,N'-carbonyl diimidazole (1 g) in tetrahydrofuran (40 ml) containing dimethylformamide (5 ml). After 3 hours, 5-aminotetrazole (0.65 g) in dimethylformamide (30 ml) was added and the resulting solution was stirred for 2 days at room temperature. The solvent was distilled off under reduced pressure to give an oil which solidified on trituration with water, m.p. 258° (d).

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. customto give an oil which

Sources & evidence

ORD record
ord-d09dacc41dfc4d02ada743ae6b879c13
Source dataset
uspto-grants-1977_07
Patent number
US04034075

Reaction notes

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