Isopropyl isocyanate → HCID 53999989, compound

HRID 275613Notes

Reaction equation

HRID 275613 reaction equation
[OH:1][CH2:2][C:3]([S:6]([CH2:9][CH:10]([CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:11]([O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:12])(=[O:8])=[O:7])([CH3:5])[CH3:4].[CH:28]([N:31]=[C:32]=[O:33])([CH3:30])[CH3:29]>C1(C)C=CC=CC=1>[CH:28]([NH:31][C:32]([O:1][CH2:2][C:3]([S:6]([CH2:9][CH:10]([CH2:21][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)[C:11]([O:13][CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)=[O:12])(=[O:8])=[O:7])([CH3:5])[CH3:4])=[O:33])([CH3:30])[CH3:29]

Participants

4

Reactant 2

HCID 61277Isopropyl isocyanateHCID 54448487HCID 54448487, compound

Product 1

HCID 53999989HCID 53999989, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 1.0 g (2.56 mmol) of benzyl rac-α-[[(2-hydroxy-1,1-dimethylethyl)sulfonyl]methyl]hydrocinnamate and 0.97 g (10.24 mmol) of isopropyl isocyanate in 20 ml of dry toluene was heated to 100o for 4 hours. Subsequently, the reaction solution was evaporated under reduced pressure. The benzyl rac-α-[[[2-[(isopropylcarbamoyl)oxy]-1,1-dimethylethyl]sulfonyl]methyl]hydrocinnamate was obtained in quantitative yield as a yellowish oil, MS: 384 (M-benzyl)+.

Workup

  1. customSubsequently, the reaction solution was evaporated under reduced pressure

Sources & evidence

ORD record
ord-20d430f3d0af4a31a2bf3159b42a14ab
Source dataset
uspto-grants-1995_02
Patent number
US05393875

Reaction notes

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