2-Chloroethyl isocyanate → HCID 54294318, compound

HRID 1733251Notes

Reaction equation

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

Participants

Reactant 3

HCID 160352-Chloroethyl isocyanate

HCID 75646Cyclopropanemethanamine

HCID 5311110Aldehydo-D-ribose

Product 1

HCID 54294318HCID 54294318, compoundYield 68.1%

Procedure

3.0 g of D-ribose, 2.2 g of cyclopropylmethylamine and 2.5 g of 2-chloroethyl isocyanate are treated in the same manner as described in Example 31-(1). 4.2 g of 1-(2-chloroethyl)-3-cyclopropylmethyl-3-(D-ribofuranosyl)urea are thereby obtained as colorless caramel.

Sources & evidence

ORD record: ord-e37b5f86cd28420da3cb8977866592c8
Source dataset: uspto-grants-1980_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04241052

Reaction notes

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