Acetone → HCID 12912368, compound

HRID 1680630Notes

Reaction equation

HRID 1680630 reaction equation
CC(C)=O.[Cl:5][C:6]1[CH:7]=[CH:8][C:9]2[S:13][C:12]([SH:14])=[N:11][C:10]=2[CH:15]=1.[Br:16][CH:17]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:18](O)=[O:19].C(OC(=O)C)(=O)C>C(O)(=O)C>[Br-:16].[Cl:5][C:6]1[CH:7]=[CH:8][C:9]2[S:13][C:12]3[S:14][C:17]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)=[C:18]([OH:19])[N+:11]=3[C:10]=2[CH:15]=1

Participants

6

Reactant 4

HCID 180AcetoneHCID 7918Acetic AnhydrideHCID 97919Bromo(phenyl)acetic acidHCID 178527796HCID 178527796, compound

Product 1

HCID 12912368HCID 12912368, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A 1 l. acetone solution of 10.25 g. (0.05 moles) 5-chloro-2-mercaptobenzothiazole and 10.75 g. (0.05 moles) α-bromophenylacetic acid containing 100 ml. glacial acetic acid and 30 ml. acetic anhydride is heated in an open flask until the volume reaches 300 ml. The precipitated solid, weighing 16 g. (80% yield) is collected and recrystallized from glacial acetic acid. The product melts at 225°-228° C.

Workup

  1. custom(80% yield) is collected
  2. customrecrystallized from glacial acetic acid

Sources & evidence

ORD record
ord-72942289c10d4ee0920e85ee14e2f822
Source dataset
uspto-grants-1981_06
Patent number
US04275065

Reaction notes

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