HCID 20084539, compound → HCID 178473006, compound

HRID 1609300Notes

Reaction equation

HRID 1609300 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][C:9]1[C:10]([C:16]2[NH:20][N:19]=[N:18][N:17]=2)=[C:11]([OH:15])[CH:12]=[CH:13][CH:14]=1.Cl[C:22]([C:24]1[CH:36]=[CH:35][C:27]([O:28][CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])=[CH:26][CH:25]=1)=[O:23]>C1(C)C=CC=CC=1>[OH:15][C:11]1[C:10]([C:16]2[NH:20][N:19]=[N:18][N:17]=2)=[C:9]([S:8][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[NH:1][C:22]([C:24]2[CH:36]=[CH:35][C:27]([O:28][CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])=[CH:26][CH:25]=2)=[O:23])[CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 20084539HCID 20084539, compoundHCID 178507519HCID 178507519, compound

Product 1

HCID 178473006HCID 178473006, compoundYield 60.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

In 10 ml of toluene was suspended 0.63 g of 3-(2-aminophenylthio)-2-(1H-tetrazol-5-yl)phenol (prepared in Reference Example 12)-followed by addition of a solution of 0.58 g of ethyl 4-chloroformylphenoxyacetate in 2 ml of toluene, and the mixture was refluxed for 2 hours. The solvent was then distilled off and the residue was subjected to silica gel column chromatography using 0.5% methanol-chloroform as the eluent to give 0.66 g of the title compound as white crystals, m.p. 155°-157° C.

Workup

  1. temperaturethe mixture was refluxed for 2 hours
  2. distillationThe solvent was then distilled off

Sources & evidence

ORD record
ord-f6d71a04d1ea4c678b7e1e51039b2d95
Source dataset
uspto-grants-1995_03
Patent number
US05399703

Reaction notes

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