Dimethylformamide → HCID 131719825, compound

HRID 1449831Notes

Reaction equation

HRID 1449831 reaction equation
CN(C)[CH:3]=[O:4].Br[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][O:19][C:20](=[O:31])[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[N+:28]([O-:30])=[O:29].[NH2:32][CH2:33][CH:34]([C:36]1[CH:41]=[C:40]([Cl:42])[C:39]([NH2:43])=[C:38]([Cl:44])[CH:37]=1)[OH:35]>C(OCC)(=O)C.CO.C(N(CC)CC)C>[NH2:43][C:39]1[C:38]([Cl:44])=[CH:37][C:36]([CH:34]([OH:35])[CH2:33][NH:32][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][O:19][C:20](=[O:31])[CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[N+:28]([O-:30])=[O:29])=[CH:41][C:40]=1[Cl:42].[C:3]([O-:4])(=[O:35])[C:20]([O-:31])=[O:19]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 217242Benzenemethanol, 4-amino-alpha-(aminomethyl)-3,5-dichloro-HCID 131719826HCID 131719826, compound

Product 1

HCID 131719825HCID 131719825, compound

Reagents, catalysts & solvents 1

HCID 21980445Ethyl acetate methanol triethylamineSolvent

Procedure

According to method I (dimethylformamide, 3 hours at 90° C.) from (12-bromo-1-dodecyl)2-nitrophenylacetate and 2-amino-1-(4-amino-3,5-dichlorophenyl)ethanol. Working up by means of chromatography (ethyl acetate/methanol/triethylamine 20:2:1). Recrystallized as the oxalate from acetone. Melting point: 67°-68° C.

Workup

  1. customRecrystallized as the oxalate from acetone

Sources & evidence

ORD record
ord-e14fc99a45c04274aefac69e95812e2e
Source dataset
uspto-grants-1997_02
Patent number
US05599966

Reaction notes

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