Acetone → HCID 12912370, compound

HRID 1680631Notes

Reaction equation

HRID 1680631 reaction equation
CC(C)=O.[SH:5][C:6]1[S:7][C:8]2[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=2[N:10]=1.[Br:15][CH:16]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:17](O)=[O:18].C(OC(=O)C)(=O)C>C(O)(=O)C>[Br-:15].[OH:18][C:17]1[N+:10]2[C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[S:7][C:6]=2[S:5][C:16]=1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

6

Reactant 4

HCID 180AcetoneHCID 7918Acetic AnhydrideHCID 97919Bromo(phenyl)acetic acidHCID 178418395HCID 178418395, compound

Product 1

HCID 12912370HCID 12912370, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A 1 l. acetone solution of 33.4 g. (0.20 moles) 2-mercaptobenzothiazole and 43 g. (0.20 moles) α-bromophenylacetic acid containing 75 ml. glacial acetic acid and 50 ml. acetic anhydride is heated in an open flask to a volume of 400 ml. The precipitated yellow solid is collected and washed with acetone or ether and dried. The product, weighing 47.7 g. (65% yield) melts at 215° C. (dec.).

Workup

  1. customThe precipitated yellow solid is collected
  2. washwashed with acetone or ether
  3. customdried

Sources & evidence

ORD record
ord-e99a78e43ce8466abcfcbfc4431c7fcc
Source dataset
uspto-grants-1981_06
Patent number
US04275065

Reaction notes

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