Pentylamine → HCID 53735505, compound

HRID 2051805Notes

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].[CH2:13]([NH2:18])[CH2:14][CH2:15][CH2:16][CH3:17].[Cl:19][CH2:20][CH2:21][N:22]=[C:23]=[O:24]>>[Cl:19][CH2:20][CH2:21][NH:22][C:23]([N:18]([CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[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:24]

Participants

Reactant 3

HCID 8060Pentylamine

HCID 160352-Chloroethyl isocyanate

HCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

Product 1

HCID 53735505HCID 53735505, compoundYield 91.7%

Procedure

3.6 g of D-glucose, 2.1 g of n-pentylamine and 2.5 g of 2-chloroethyl isocyanate are treated in the same manner as described in Example 5-(1). 6.5 g of 1-(2-chloroethyl)-3-n-pentyl-3-D-glucopyranosylurea are thereby obtained as brownish caramel.

Sources & evidence

ORD record: ord-a12ee9af27e544f58873d2a21bce7a81
Source dataset: uspto-grants-1980_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04182757

Reaction notes

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