2-Chloroethyl isocyanate → HCID 22809705, compound

HRID 2051819Notes

Reaction equation

HRID 2051819 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].[CH:13]([NH2:17])([CH2:15][CH3:16])[CH3:14].[Cl:18][CH2:19][CH2:20][N:21]=[C:22]=[O:23]>>[Cl:18][CH2:19][CH2:20][NH:21][C:22]([N:17]([CH:13]([CH2:15][CH3:16])[CH3:14])[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:23]

Participants

4

Reactant 3

HCID 160352-Chloroethyl isocyanateHCID 24874Sec-ButylamineHCID 3037556(2R,3S,4S,5R)-2,3,4,5,6-pentahydroxyhexanal

Product 1

HCID 22809705HCID 22809705, compoundYield 66.1%

Procedure

3.6 g of D-galactose, 5 g of secondary butylamine and 3.0 g of 2-chloroethyl isocyanate are treated in the same manner as described in Example 5-(1). 4.5 g of 1-(2-chloroethyl)-3-sec.butyl-3-D-galactopyranosylurea are thereby obtained as pale brown caramel.

Sources & evidence

ORD record
ord-ca571307c55b4e63ae9354605082cd0d
Source dataset
uspto-grants-1980_01
Patent number
US04182757

Reaction notes

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