Water → HCID 20356568, compound

HRID 2083563Notes

Reaction equation

HRID 2083563 reaction equation
[C:1]1([N:7]2[C:11]([SH:12])=[N:10][N:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:13][C:14]1[CH:19]=[C:18]([Cl:20])[CH:17]=[C:16]([Cl:21])[C:15]=1[N:22]1[C:26](=[O:27])[C:25](Br)=[C:24]([NH:29][C:30](=[O:58])[C:31]2[CH:36]=[CH:35][CH:34]=[C:33]([NH:37][C:38](=[O:57])[CH2:39][O:40][C:41]3[CH:46]=[CH:45][C:44]([C:47]([CH2:50][CH3:51])([CH3:49])[CH3:48])=[CH:43][C:42]=3[C:52]([CH2:55][CH3:56])([CH3:54])[CH3:53])[CH:32]=2)[NH:23]1.O>CN(C)C=O>[Cl:21][C:16]1[CH:17]=[C:18]([Cl:20])[CH:19]=[C:14]([Cl:13])[C:15]=1[N:22]1[C:26](=[O:27])[C:25]([N:10]2[C:11](=[S:12])[N:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[N:8]=[N:9]2)=[C:24]([NH:29][C:30](=[O:58])[C:31]2[CH:36]=[CH:35][CH:34]=[C:33]([NH:37][C:38](=[O:57])[CH2:39][O:40][C:41]3[CH:46]=[CH:45][C:44]([C:47]([CH2:50][CH3:51])([CH3:49])[CH3:48])=[CH:43][C:42]=3[C:52]([CH2:55][CH3:56])([CH3:54])[CH3:53])[CH:32]=2)[NH:23]1

Participants

5

Reactant 3

HCID 962WaterHCID 20356574HCID 20356574, compoundHCID 1785279861-phenyltetrazole-5-thiol

Product 1

HCID 20356568HCID 20356568, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

According to the method disclosed in Pharmazle, 29 (2) page 90, a mercuric salt of 1-phenyl-5-mercaptotetrazole and 1-(2,4,6-trichlorophenyl)-3-[3-(2,4-di-tert-amylphenoxyacetamido)benzamido]-4-bromo-5-pyrazolone were reacted in dimethylformamide. The reaction mixture was poured into water, was extracted with ethyl acetate and washed. After evaporating off the ethyl acetate under reduced pressure, the remaining substance was recrystallized from ethanol to provide 1-(2,4,6-trichlorophenyl)-3-[3-(2,4-di-tert-amylphenoxyacetamido)benzamido]-4-(4-phenyl-5-thioxotetrazolin-1-yl)-5-pyrazolone having a melting point of 169° to 171° C.

Workup

  1. extractionwas extracted with ethyl acetate
  2. washwashed
  3. customAfter evaporating off the ethyl acetate under reduced pressure
  4. customthe remaining substance was recrystallized from ethanol

Sources & evidence

ORD record
ord-e5f8feb3e4474378b8532b3664e6e99f
Source dataset
uspto-grants-1978_04
Patent number
US04086094

Reaction notes

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