3,5-Dichlorophenyl isothiocyanate → HCID 23335449, compound

HRID 903882Notes

Reaction equation

HRID 903882 reaction equation
[CH2:1]([O:3][C:4]([C:6]1(CC)[NH:10][CH2:9][CH2:8][S:7]1)=[O:5])[CH3:2].[Cl:13][C:14]1[CH:15]=[C:16]([N:21]=[C:22]=[S:23])[CH:17]=[C:18]([Cl:20])[CH:19]=1>C1(C)C=CC=CC=1>[CH2:1]([O:3][C:4]([CH:6]1[N:10]([C:22](=[S:23])[NH:21][C:16]2[CH:17]=[C:18]([Cl:20])[CH:19]=[C:14]([Cl:13])[CH:15]=2)[CH2:9][CH2:8][S:7]1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 1387763,5-Dichlorophenyl isothiocyanateHCID 57066013HCID 57066013, compound

Product 1

HCID 23335449HCID 23335449, compoundYield 100.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 1.61 g of ethyl thiazolidine-2-carboxylic acid ethyl ester thus obtained, 2.04 g of 3,5-dichlorophenylisothiocyanate and 20 ml of toluene was heated at 90° C. for 1 hour. Then the reaction mixture was cooled and the precipitate was separated by filtration to give 3.11 g (yield 85.1%) of 3-(3,5-dichlorophenylthiocarbamoyl)thiazolidine-2-carboxylic ethyl ester. The melting point was 170.5°-171.5° C. and the results of elementary analysis were as follows: Found (calculated in parentheses): C 42.68% (42.74%), H 3.93% (3.86%), N 7.70% (7.67%), Cl 19.32% (19.41%).

Workup

  1. customthus obtained
  2. temperatureThen the reaction mixture was cooled
  3. customthe precipitate was separated by filtration

Sources & evidence

ORD record
ord-01e642938a2444c59ec913277401fbe7
Source dataset
uspto-grants-1980_10
Patent number
US04229461

Reaction notes

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