2-Chloroethyl isocyanate → HCID 54569619, compound

HRID 1733209Notes

Reaction equation

O=[CH:2][C@@H:3]([C@H:5]([C@H:7]([CH2:9][OH:10])[OH:8])[OH:6])[OH:4].[CH3:11][CH:12]([NH2:16])[CH2:13][O:14][CH3:15].[Cl:17][CH2:18][CH2:19][N:20]=[C:21]=[O:22]>>[Cl:17][CH2:18][CH2:19][NH:20][C:21]([N:16]([CH:12]([CH3:11])[CH2:13][O:14][CH3:15])[CH:9]1[O:10][CH2:2][C@H:3]([OH:4])[C@H:5]([OH:6])[C@H:7]1[OH:8])=[O:22]

Participants

Reactant 3

HCID 160352-Chloroethyl isocyanate

HCID 123458Methoxyisopropylamine

HCID 5460291aldehydo-L-arabinose

Product 1

HCID 54569619HCID 54569619, compoundYield 47.5%

Procedure

3.0 g of L-arabinose, 3.6 g of (1-methyl-2-methoxy-ethyl)amine and 3.5 g of 2-chloroethyl isocyanate are treated in the same manner as described in Example 13-(1). 3.1 g of 1-(2-chloroethyl)-3-(1-methyl-2-methoxy-ethyl)-3-(L-arabinopyranosyl)urea are thereby obtained as colorless caramel.

Sources & evidence

ORD record: ord-2894f952b8404b9abb33e02c22d155f4
Source dataset: uspto-grants-1980_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04241053

Reaction notes

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