HCID 13961715, compound → HCID 178493575, compound

HRID 256347Notes

Reaction equation

HRID 256347 reaction equation
[CH3:1][O:2][C:3]1[C:7]2[CH:8]=[C:9]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:10]=[CH:11][C:6]=2[O:5][C:4]=1[C:18]([OH:20])=O.[NH2:21][C:22]1[NH:26][N:25]=[N:24][N:23]=1>O1CCCC1>[CH3:1][O:2][C:3]1[C:7]2[CH:8]=[C:9]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:10]=[CH:11][C:6]=2[O:5][C:4]=1[C:18]([NH:21][C:22]1[NH:26][N:25]=[N:24][N:23]=1)=[O:20]

Participants

4

Reactant 2

HCID 13961715HCID 13961715, compoundHCID 178509299HCID 178509299, compound

Product 1

HCID 178493575HCID 178493575, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 0.90 g (0.0034 mole) of 3-methoxy-5-phenyl-2-benzofurancarboxylic acid and 0.55 g (0.0034 mole) of 1,1-carbonylbis(1H-imidazole) in 25 ml of tetrahydrofuran is stirred at reflux for one hour. To the mixture is added 0.29 g (0.0034 mole) of anhydrous 5-aminotetrazole, and the new mixture is stirred at reflux for an additional 16 hours. Cooling to room temperature results in precipitation of 3-methoxy-5-phenyl-N- 1H-tetrazol-5-yl-2-benzofurancarboxamide. The precipitate is filtered and recrystallized from methanol to yield 0.90 g 80% yield) of analytically pure tetrazole, mp 260°-262° C.

Workup

  1. temperatureat reflux for one hour
  2. stirringthe new mixture is stirred
  3. temperatureat reflux for an additional 16 hours

Sources & evidence

ORD record
ord-62f2d69d5b034f1792dd830d4a3cbd46
Source dataset
uspto-grants-1987_10
Patent number
US04703053

Reaction notes

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