Acetone → HCID 12912371, compound

HRID 1680634Notes

Reaction equation

HRID 1680634 reaction equation
CC(C)=O.[O:5]([C:8]1[CH:17]=[CH:16][C:11]2[N:12]=[C:13]([SH:15])[S:14][C:10]=2[CH:9]=1)[CH2:6][CH3:7].[Br:18][CH:19]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:20](O)=[O:21].C(OC(=O)C)(=O)C>C(O)(=O)C>[Br-:18].[CH2:6]([O:5][C:8]1[CH:17]=[CH:16][C:11]2[N+:12]3[C:20]([OH:21])=[C:19]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[S:15][C:13]=3[S:14][C:10]=2[CH:9]=1)[CH3:7]

Participants

6

Reactant 4

HCID 180AcetoneHCID 7918Acetic AnhydrideHCID 97919Bromo(phenyl)acetic acidHCID 178466040HCID 178466040, compound

Product 1

HCID 12912371HCID 12912371, compoundYield 36%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A 2.5 l. acetone solution of 50.0 g. (0.237 moles) 6-ethoxyl-2-mercaptobenzothiazole and 51.0 g. (0.237 moles) α-bromophenylacetic acid containing 100 ml. glacial acetic acid and 100 ml. acetic anhydride is heated in an open flask until the solution is reduced to 2 l. The solution is allowed to stand at room temperature overnight. The precipitated solid is collected, washed with acetone and ether, and dried in an oven. The product, weighing 34.7 g. (36% yield), does not melt below 270° C.

Workup

  1. customThe precipitated solid is collected
  2. washwashed with acetone and ether
  3. customdried in an oven
  4. customdoes not melt below 270° C.

Sources & evidence

ORD record
ord-3a14df67e2e64526977625334b12dc1d
Source dataset
uspto-grants-1981_06
Patent number
US04275065

Reaction notes

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