Methyl Isocyanate → HCID 94563, compound

HRID 1076398Notes

Reaction equation

HRID 1076398 reaction equation
[N:1](=[C:3]1[CH:7]([CH3:8])[O:6][CH2:5][S:4]1)[OH:2].[CH3:9][N:10]=[C:11]=[O:12].C([O-])(=O)C.C([O-])(=O)C.C([Sn+2]CCCC)CCC>C(OCC)C>[CH3:9][NH:10][C:11]([O:2][N:1]=[C:3]1[CH:7]([CH3:8])[O:6][CH2:5][S:4]1)=[O:12]

Participants

5

Reactant 3

HCID 12228Methyl IsocyanateHCID 9798523Di-n-butyl diacetoxy tinHCID 71364792N-(5-Methyl-1,3-oxathiolan-4-ylidene)hydroxylamine

Product 1

HCID 94563HCID 94563, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A quantity of 4.3 grams of 4-oximino-5-methyl-1,3-oxathiolane was caused to react with 3.5 ml of methylisocyanate in the presence of dibutyltin diacetate in ethyl ether and worked up as described in Example I to give 6 grams of crude 4-(methylcarbamoyloximino)-5-methyl-1,3-oxathiolane. Recrystallization from isopropyl ether/ethyl acetate afforded pure syn isomer, mp 70.0°-71.5°; structure confirmed by spectral analysis.

Sources & evidence

ORD record
ord-c214307c345644058168be7225d37adb
Source dataset
uspto-grants-1976_05
Patent number
US03956500

Reaction notes

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