2-Chloroethyl isocyanate → HCID 53937360, compound

HRID 1733236Notes

Reaction equation

HRID 1733236 reaction equation
O=[CH:2][C@@H:3]([C@H:5]([C@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[OH:4].[O:13]1[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][CH2:21][NH2:22])[CH2:15][CH2:14]1.[Cl:23][CH2:24][CH2:25][N:26]=[C:27]=[O:28]>>[Cl:23][CH2:24][CH2:25][NH:26][C:27]([N:22]([CH2:21][CH2:20][CH2:19][N:16]1[CH2:17][CH2:18][O:13][CH2:14][CH2:15]1)[CH:2]1[O:10][C@H:9]([CH2:11][OH:12])[C@H:7]([OH:8])[C@H:5]([OH:6])[C@H:3]1[OH:4])=[O:28]

Participants

4

Reactant 3

HCID 160352-Chloroethyl isocyanateHCID 61055N-(3-Aminopropyl)morpholineHCID 3037556(2R,3S,4S,5R)-2,3,4,5,6-pentahydroxyhexanal

Product 1

HCID 53937360HCID 53937360, compoundYield 42.5%

Procedure

3.6 g of D-galactose, 5.7 g of (3-morpholinopropyl)amine and 3.0 g of 2-chloroethyl isocyanate are treated in the same manner as described in Example 23-(1). 3.5 g of 1-(2-chloroethyl)-3-(3-morpholinopropyl)-3-(D-galactopyranosyl)urea are thereby obtained as colorless caramel.

Sources & evidence

ORD record
ord-0a7cf9f368104ccfbd1c4c2153bda83b
Source dataset
uspto-grants-1980_12
Patent number
US04241052

Reaction notes

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