Methoxymethyl isocyanate → HCID 85037874, compound

HRID 1076402Notes

Reaction equation

HRID 1076402 reaction equation
[CH3:1][O:2][CH2:3][N:4]=[C:5]=[O:6].[N:7](=[C:9]1[CH:13]([CH3:14])[O:12][CH2:11][S:10]1)[OH:8]>CCOCC.C(N(CC)CC)C>[CH3:1][O:2][CH2:3][NH:4][C:5]([O:8][N:7]=[C:9]1[CH:13]([CH3:14])[O:12][CH2:11][S:10]1)=[O:6]

Participants

5

Reactant 2

HCID 62609Methoxymethyl isocyanateHCID 71364792N-(5-Methyl-1,3-oxathiolan-4-ylidene)hydroxylamine

Product 1

HCID 85037874HCID 85037874, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherCatalystHCID 8471TriethylamineSolvent

Procedure

A quantity of 5 ml of methoxymethyl isocyanate was caused to react with 5 grams of 4-oximino-5-methyl-1,3-oxathiolane dissolved in 100 ml of anhydrous ether containing 10 drops of triethylamine over a period of 48 hours at room temperature. Conventional workup and recrystallization from isopropyl ether/ethyl acetate afforded 5.5 grams of product, mp 78°-79°; structure confirmed by spectral analysis.

Workup

  1. customConventional workup and recrystallization from isopropyl ether/ethyl acetate

Sources & evidence

ORD record
ord-ce73f97b609f49b69b1a358cd96328e7
Source dataset
uspto-grants-1976_05
Patent number
US03956500

Reaction notes

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