2-Chloro-3',4'-dihydroxyacetophenone → 3',4'-Dihydroxy-2-(methylthio)acetophenone

HRID 1074050Notes

Reaction equation

HRID 1074050 reaction equation
CC[C:3](C1C=CC=CC=1)=[S:4].Cl[CH2:12][C:13]([C:15]1[CH:16]=[C:17]([OH:22])[C:18](=[CH:20][CH:21]=1)[OH:19])=[O:14].C[S-].[Na+]>CO>[CH3:3][S:4][CH2:12][C:13]([C:15]1[CH:16]=[C:17]([OH:22])[C:18](=[CH:20][CH:21]=1)[OH:19])=[O:14]

Participants

5

Reactant 3

HCID 668342-Chloro-3',4'-dihydroxyacetophenoneHCID 4378561Sodium methanethiolateHCID 18968240HCID 18968240, compound

Product 1

HCID 137183393',4'-Dihydroxy-2-(methylthio)acetophenone

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The procedure is as in Example 4 for the preparation of α-methylthioacetophenone, starting with a stirred solution of 4-(2-chloroacetyl)pyrocatechol (18.6 g) in methanol (200 cc). Sodium methanethiolate (7 g) is added in the course of 15 minutes at a temperature in the region of 20° C., and the mixture is left with stirring for 3 hours at the same temperature. 4-[2-(Methylthio)acetyl]pyrocatechol (14.5 g), m.p. 107° C., is thereby obtained.

Workup

  1. waitthe mixture is left

Sources & evidence

ORD record
ord-745b1e2c84bc4c479404a27dd4b7b2fb
Source dataset
uspto-grants-1990_11
Patent number
US04971979

Reaction notes

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