HCID 54312293, compound → HCID 178451338, compound

HRID 1609297Notes

Reaction equation

HRID 1609297 reaction equation
[NH:1]1[C:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[S:12][C:13]2[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=2[NH2:15])=[N:4][N:3]=[N:2]1.Cl[C:21]([C:23]1[CH:37]=[CH:36][C:26]([O:27][CH2:28][C:29]([O:31][CH2:32][CH2:33][CH2:34][CH3:35])=[O:30])=[CH:25][CH:24]=1)=[O:22]>N1C=CC=CC=1.C(Cl)Cl>[NH:4]1[C:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[S:12][C:13]2[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=2[NH:15][C:21]([C:23]2[CH:37]=[CH:36][C:26]([O:27][CH2:28][C:29]([O:31][CH2:32][CH2:33][CH2:34][CH3:35])=[O:30])=[CH:25][CH:24]=2)=[O:22])=[N:1][N:2]=[N:3]1

Participants

5

Reactant 2

HCID 54312293HCID 54312293, compoundHCID 178507517HCID 178507517, compound

Product 1

HCID 178451338HCID 178451338, compoundYield 81.7%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6344DichloromethaneSolvent

Procedure

In a mixture of 6 ml of pyridine and 80 ml of methylene chloride was dissolved 5.3 g of 2-[2-(1H-tetrazol-5-yl)phenylthio]aniline followed by dropwise addition of 5.4 g of butyl 4-chloroformylphenoxyacetate, and the mixture was stirred overnight. The solvent was then distilled off and the residue was crystallized from aqueous ethanol and then recrystallized ethyl acetate to give 8.1 g of the title compound as white crystals, m.p. 133-135.

Workup

  1. distillationThe solvent was then distilled off
  2. customthe residue was crystallized from aqueous ethanol

Sources & evidence

ORD record
ord-49d2a9982e6c4b71ba50dbfb7d13bc95
Source dataset
uspto-grants-1995_03
Patent number
US05399703

Reaction notes

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