Acetone → HCID 13060839, compound

HRID 2286272Notes

Reaction equation

HRID 2286272 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([SH:17])[S:11][C:12]=2[CH2:13][C:14]([OH:16])=[O:15])=[CH:4][CH:3]=1.[Br:18][CH:19]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:20]([OH:22])=O.[CH3:29][C:30](C)=[O:31].[C:33](OC(=O)C)(=O)[CH3:34]>C(O)(=O)C>[Br-:18].[C:30]([O:22][C:20]1[N+:9]2[C:8]([C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)=[C:12]([CH2:13][C:14]([O:16][CH2:33][CH3:34])=[O:15])[S:11][C:10]=2[S:17][C:19]=1[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)(=[O:31])[CH3:29]

Participants

6

Reactant 4

HCID 180AcetoneHCID 7918Acetic AnhydrideHCID 97919Bromo(phenyl)acetic acidHCID 178525282HCID 178525282, compound

Product 1

HCID 13060839HCID 13060839, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 12.8 g. (0.04 m.) 4-(4-chlorophenyl)-2-mercapto-5-thiazole acetic acid of (B.) above and 8.8 g. (0.04 m.) α-bromophenylacetic acid in 200 ml. acetone and 40 ml. each of glacial acetic acid and acetic anhydride is heated in an open flask for 2 hours. The solvents are removed and the residual solid triturated with acetonitrile. 13.4 g. (61% yield) of title product is obtained, m.p. 175°-180° C.

Workup

  1. additionA mixture of 12.8 g
  2. customThe solvents are removed
  3. customthe residual solid triturated with acetonitrile

Sources & evidence

ORD record
ord-daab163b687141ae9f43812be4decb5a
Source dataset
uspto-grants-1982_04
Patent number
US04327221

Reaction notes

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