2-Nitrobenzaldehyde → HCID 70040181, compound

HRID 483206Notes

Reaction equation

HRID 483206 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH:6]=O)([O-:3])=[O:2].[NH2:12]/[C:13](/[CH3:19])=[CH:14]\[C:15]([O:17][CH3:18])=[O:16].[C:20]([O:26][CH2:27][C:28]([CH3:40])([CH3:39])[CH2:29][N:30]([CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[CH3:31])(=[O:25])[CH2:21][C:22]([CH3:24])=O>CC(O)C>[CH3:24][C:22]1[NH:12][C:13]([CH3:19])=[C:14]([C:15]([O:17][CH3:18])=[O:16])[CH:6]([C:5]2[CH:8]=[CH:9][CH:10]=[CH:11][C:4]=2[N+:1]([O-:3])=[O:2])[C:21]=1[C:20]([O:26][CH2:27][C:28]([CH3:40])([CH3:39])[CH2:29][N:30]([CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[CH3:31])=[O:25]

Participants

5

Reactant 3

HCID 111012-NitrobenzaldehydeHCID 643918Methyl 3-aminocrotonateHCID 10108340HCID 10108340, compound

Product 1

HCID 70040181HCID 70040181, compoundYield 37.3%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 152 mg of 2-nitrobenzaldehyde, 118 mg of methyl 3-aminocrotonate and 292 mg of 3-(N-benzyl-N-methylamino)-2,2-dimethylpropyl acetoacetate in 1 ml of 2-propanol was reacted and then purified in the same way as in Example 9 to yield 195 mg of the desired compound (300).

Workup

  1. customwas reacted
  2. custompurified in the same way as in Example 9

Sources & evidence

ORD record
ord-dead5250d28f42b1a15877c3d3876551
Source dataset
uspto-grants-1986_03
Patent number
US04578395

Reaction notes

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