5-(o-fluorophenyl)-1,3-dihydro-1,3,3-trimethyl-7-nitro-2H-1,4-benzodiazepin-2-one → 2-Amino-2'-(o-chlorobenzoyl)-2-methyl-4'-nitro-propionanilide

HRID 354744Notes

Reaction equation

HRID 354744 reaction equation
FC1C=CC=CC=1C1C2C=C([N+]([O-])=[O:20])C=CC=2N(C)C(=O)C(C)(C)N=1.[Cl:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[C:33]1[C:39]2[CH:40]=[C:41]([N+:44]([O-:46])=[O:45])[CH:42]=[CH:43][C:38]=2[NH:37][C:36](=[O:47])[C:35]([CH3:49])([CH3:48])[N:34]=1>C(Cl)Cl.CCCCCC>[NH2:34][C:35]([CH3:49])([CH3:48])[C:36]([NH:37][C:38]1[CH:43]=[CH:42][C:41]([N+:44]([O-:46])=[O:45])=[CH:40][C:39]=1[C:33](=[O:20])[C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=1[Cl:26])=[O:47]

Participants

4

Reactant 2

HCID 205061565-(o-fluorophenyl)-1,3-dihydro-1,3,3-trimethyl-7-nitro-2H-1,4-benzodiazepin-2-oneHCID 205061685-(o-chlorophenyl)-1,3-dihydro-3,3-dimethyl-7-nitro-2H-1,4-benzodiazepin-2-one

Product 1

HCID 205061692-Amino-2'-(o-chlorobenzoyl)-2-methyl-4'-nitro-propionanilide

Reagents, catalysts & solvents 1

HCID 21226440Methylenechloride HexaneSolvent

Procedure

From 76 g (0.21 mol) of 2-amino-2'-(o-chlorobenzoyl)-2-methyl-4'-nitro-propionanilide there is obtained, in analogy to the details in paragraph (b) of Example 1, 5-(o-chlorophenyl)-1,3-dihydro-3,3-dimethyl-7-nitro-2H-1,4-benzodiazepin-2-one of melting point 242° (methylene chloride/n-hexane).

Sources & evidence

ORD record
ord-abeb06a1c8da4b4cb78b1e2936385103
Source dataset
uspto-grants-1983_03
Patent number
US04377522

Reaction notes

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