2-Chloroethyl isocyanate → HCID 54456455, compound

HRID 1733244Notes

Reaction equation

HRID 1733244 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][O:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17][NH2:18])=[CH:15][CH:14]=1.[Cl:21][CH2:22][CH2:23][N:24]=[C:25]=[O:26]>>[Cl:21][CH2:22][CH2:23][NH:24][C:25]([N:18]([CH2:17][C:16]1[CH:19]=[CH:20][C:13]([O:12][CH3:11])=[CH:14][CH:15]=1)[CH:9]1[O:10][CH2:2][C@H:3]([OH:4])[C@H:5]([OH:6])[C@H:7]1[OH:8])=[O:26]

Participants

4

Reactant 3

HCID 160352-Chloroethyl isocyanateHCID 754524-MethoxybenzylamineHCID 5460291aldehydo-L-arabinose

Product 1

HCID 54456455HCID 54456455, compoundYield 74.8%

Procedure

3.0 g of L-arabinose, 3.0 g of p-methoxybenzylamine and 2.5 g of 2-chloroethyl isocyanate are treated in the same manner as described in Example 31-(1). 5.6 g of 1-(2-chloroethyl)-3-(p-methoxybenzyl)-3-(L-arabinopyranosyl)urea are thereby obtained as colorless caramel.

Sources & evidence

ORD record
ord-5f3b926679394870bf01bab6c17753be
Source dataset
uspto-grants-1980_12
Patent number
US04241052

Reaction notes

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