(2E)-3-(2-Nitrophenyl)acryloyl chloride → (E)-N-(3,3-Dimethyl-6-nitro-2-oxo-1-pentyl-2,3-dihydro-1H-indol-5-yl)-3-(2-nitro-phenyl)-acrylamide

HRID 2235404Notes

Reaction equation

HRID 2235404 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[N+:11]([O-:13])=[O:12])[N:7]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[C:6](=[O:19])[C:5]2([CH3:21])[CH3:20].[N+:22]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1/[CH:31]=[CH:32]/[C:33](Cl)=[O:34])([O-:24])=[O:23]>C(Cl)Cl>[CH3:21][C:5]1([CH3:20])[C:4]2[C:8](=[CH:9][C:10]([N+:11]([O-:13])=[O:12])=[C:2]([NH:1][C:33](=[O:34])/[CH:32]=[CH:31]/[C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=3[N+:22]([O-:24])=[O:23])[CH:3]=2)[N:7]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[C:6]1=[O:19]

Participants

4

Reactant 2

HCID 12561348(2E)-3-(2-Nitrophenyl)acryloyl chlorideHCID 178027445-Amino-3,3-dimethyl-6-nitro-1-pentyl-1,3-dihydro-indol-2-one

Product 1

HCID 23092686(E)-N-(3,3-Dimethyl-6-nitro-2-oxo-1-pentyl-2,3-dihydro-1H-indol-5-yl)-3-(2-nitro-phenyl)-acrylamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of A8 (0.6 g) is added freshly prepared (E)-3-(2-nitro-phenyl)-acryloyl chloride (0.7 g; 3,31 mmol). The mixture is stirred for 2 h at RT in dry CH2Cl2 (15 ml). After an aqueous work-up the compound is obtained as a yellow solid.

Workup

  1. customAfter an aqueous work-up the compound is obtained as a yellow solid

Sources & evidence

ORD record
ord-4893357dbf7b4e30b95723fdc7f86a07
Source dataset
uspto-grants-2010_05
Patent number
US07714010B2

Reaction notes

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