Triethylamine → HCID 13124802, compound

HRID 1247851Notes

Reaction equation

HRID 1247851 reaction equation
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[C:7]([O:12][CH2:13][CH:14]=[CH2:15])[CH:6]=1)=[S:3].[S:16]1[CH2:20][CH2:19][NH:18][CH2:17]1.C(N(CC)CC)C>C(OCC)C>[S:16]1[CH2:20][CH2:19][N:18]([C:2](=[S:3])[O:4][C:5]2[CH:10]=[CH:9][C:8]([Cl:11])=[C:7]([O:12][CH2:13][CH:14]=[CH2:15])[CH:6]=2)[CH2:17]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10444ThiazolidineHCID 13136054HCID 13136054, compound

Product 1

HCID 13124802HCID 13124802, compoundYield 66.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

O-(3-Allyloxy-4-chlorophenyl) chlorothioformate (2.63 g) was dissolved in 60 ml of diethyl ether. To this solution were added with stirring 1.01 g of thiazolidine and 1.42 ml of triethylamine. The resulting mixture was stirred for 4 hours and then washed with water. The solvent was distilled off from the ether layer. The residue was recrystallized from methanol to give 2.1 g of O-(3-allyloxy-4-chlorophenyl) 3-thiazolidinecarbothioate [Compound (33)]. The product had a melting point of 103.6°-105.6° C.

Workup

  1. additionTo this solution were added
  2. washwashed with water
  3. distillationThe solvent was distilled off from the ether layer
  4. customThe residue was recrystallized from methanol

Sources & evidence

ORD record
ord-2b207e9338aa406ebdac458134a0d45e
Source dataset
uspto-grants-1985_06
Patent number
US04521242

Reaction notes

Loading…