Chloroacetyl chloride → N-{4-Bromo-2-[1-(2-furyl)-1-hydroxyethyl]phenyl}-2-chloroacetamide

HRID 1816890Notes

Reaction equation

HRID 1816890 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[C:9]([C:12]1[O:13][CH:14]=[CH:15][CH:16]=1)([OH:11])[CH3:10].[Cl:17][CH2:18][C:19](Cl)=[O:20]>>[Br:8][C:5]1[CH:6]=[CH:7][C:2]([NH:1][C:19](=[O:20])[CH2:18][Cl:17])=[C:3]([C:9]([C:12]2[O:13][CH:14]=[CH:15][CH:16]=2)([OH:11])[CH3:10])[CH:4]=1

Participants

3

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 688651351-(2-Amino-5-bromophenyl)-1-(2-furyl)ethanol

Product 1

HCID 68864165N-{4-Bromo-2-[1-(2-furyl)-1-hydroxyethyl]phenyl}-2-chloroacetamide

Procedure

Prepared from 1-(2-amino-5-bromophenyl)-1-(2-furyl)ethanol and chloroacetyl chloride generally according to the procedure described in example 1. 1H-NMR (DMSO-d6) δ 10.84 (s, 1H), 8.07 (d, J=8.76 Hz, 1H), 7.57 (bs, 1H), 7.50 (dd, J=2.33, 8.76 Hz, 1H), 7.12 (s, 1H), 7.09 (d, J=2.31 Hz, 1H), 6.46-6.42 (m, 2H), 4.35 (d, J=1.69 Hz, 2H), 1.85 (s, 3H); MS (ES) m/z 356/358 ([M−H]−, 100%).

Sources & evidence

ORD record
ord-691d64b864d34aa69fd5fab4bd05ea8e
Source dataset
uspto-grants-2009_10
Patent number
US07598237B2

Reaction notes

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