2-Methoxy-5-nitroaniline → HCID 21560402, compound

HRID 1580912Notes

Reaction equation

HRID 1580912 reaction equation
Cl[C:2]1[CH:8]=[CH:7][C:6]([N+]([O-])=O)=[CH:5][C:3]=1N.[CH3:12][O:13][C:14]1[CH:20]=[CH:19][C:18]([N+:21]([O-])=O)=[CH:17][C:15]=1[NH2:16].C(O[C:27](=O)[CH:28]=[C:29]([O:33]CC)OCC)C.[Cl:37][C:38]1[CH:43]=[C:42]([Cl:44])[CH:41]=[C:40]([Cl:45])[C:39]=1[NH:46][NH2:47]>>[Cl:37][C:38]1[CH:43]=[C:42]([Cl:44])[CH:41]=[C:40]([Cl:45])[C:39]=1[N:46]1[C:29](=[O:33])[CH:28]=[C:27]([NH:16][C:15]2[CH:17]=[C:18]([NH:21][C:29](=[O:33])[CH2:28][CH2:27][CH2:5][CH2:3][CH2:2][CH2:8][CH2:7][CH2:2][CH2:8][CH2:7][CH2:6][CH2:5][CH3:3])[CH:19]=[CH:20][C:14]=2[O:13][CH3:12])[NH:47]1

Participants

5

Reactant 4

HCID 74472-Methoxy-5-nitroanilineHCID 226912-Chloro-5-nitroanilineHCID 79234(2,4,6-Trichlorophenyl)hydrazineHCID 1693882-Propenoic acid, 3,3-diethoxy-, ethyl ester

Product 1

HCID 21560402HCID 21560402, compound

Procedure

Using the same procedure as Method (a) in Synthesis Example 1, in place of 2-chloro-5-nitroaniline, 2-methoxy-5-nitroaniline was reacted with β,β-diethoxyacrylic acid ethyl ester and then the reaction product was further reacted with 2,4,6-trichloro phenylhydrazine to give the desired product having a melting point of 254°C.

Workup

  1. customin Synthesis Example 1

Sources & evidence

ORD record
ord-3aef10c45d4d42bea70f6fdf6a07af18
Source dataset
uspto-grants-1976_01
Patent number
US03935015

Reaction notes

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