4-Thiazolidinecarboxylic acid, methyl ester → Methyl 3-(((Ethoxy(propylthio)phosphinyl)amino)carbonyl)-4-thiazolidinecarboxylat

HRID 1461230Notes

Reaction equation

HRID 1461230 reaction equation
[S:1]1[CH2:5][CH:4]([C:6]([O:8][CH3:9])=[O:7])[NH:3][CH2:2]1.[P:10](=[O:21])([N:18]=[C:19]=[O:20])([S:14][CH2:15][CH2:16][CH3:17])[O:11][CH2:12][CH3:13]>CCOCC>[CH2:12]([O:11][P:10]([NH:18][C:19]([N:3]1[CH:4]([C:6]([O:8][CH3:9])=[O:7])[CH2:5][S:1][CH2:2]1)=[O:20])([S:14][CH2:15][CH2:16][CH3:17])=[O:21])[CH3:13]

Participants

4

Reactant 2

HCID 933294-Thiazolidinecarboxylic acid, methyl esterHCID 19873995O-ethyl S-propyl phosphoroisocyanatidothioate

Product 1

HCID 19980199Methyl 3-(((Ethoxy(propylthio)phosphinyl)amino)carbonyl)-4-thiazolidinecarboxylat

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 2.2 g of methyl thiazolidine-4-carboxylate in 50 ml of ether was added dropwise with stirring at ambient temperature 3.14 g of O-ethyl S-propyl phosphoroisocyanatidothioate. The mixture was allowed to react overnight at ambient temperature and was then concentrated by evaporation under reduced pressure to obtain 5.2 (97 percent of theory) of the title compound as a colorless oil having a refractive index at 25° C. of 1.5312.

Workup

  1. customto react overnight at ambient temperature
  2. concentrationwas then concentrated by evaporation under reduced pressure

Sources & evidence

ORD record
ord-127e2becfb8343319dcb09eeeb9d3311
Source dataset
uspto-grants-1991_12
Patent number
US05075293

Reaction notes

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