9-chloro-5-(o-fluorophenyl)-1,3-dihydro-3,3-dimethyl-7-nitro-2H-1,4-benzodiazepin-2-one → 5-(o-chlorophenyl)-1,3-dihydro-3,3-dimethyl-7-nitro-2H-1,4-benzodiazepin-2-one

HRID 354766Notes

Reaction equation

HRID 354766 reaction equation
ClC1C2NC(=O)C(C)(C)N=C(C3C=CC=CC=3F)C=2C=C([N+]([O-])=O)C=1.Cl[C:27]1[C:37]2[NH:36][C:35](=[O:38])[C:34]([CH3:40])([CH3:39])[N:33]=[C:32]([C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][C:42]=3[Cl:47])[C:31]=2[CH:30]=[C:29]([N+:48]([O-:50])=[O:49])[CH:28]=1>CCOCC.CCCCCC>[Cl:47][C:42]1[CH:43]=[CH:44][CH:45]=[CH:46][C:41]=1[C:32]1[C:31]2[CH:30]=[C:29]([N+:48]([O-:50])=[O:49])[CH:28]=[CH:27][C:37]=2[NH:36][C:35](=[O:38])[C:34]([CH3:40])([CH3:39])[N:33]=1

Participants

4

Reactant 2

HCID 205061649-chloro-5-(o-fluorophenyl)-1,3-dihydro-3,3-dimethyl-7-nitro-2H-1,4-benzodiazepin-2-oneHCID 20506186HCID 20506186, compound

Product 1

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

Reagents, catalysts & solvents 1

HCID 21584099Diethylether hexaneSolvent

Procedure

From 10 g (0.029 mol) of 5-(o-chlorophenyl)-1,3-dihydro-3,3-dimethyl-7-nitro-2H-1,4-benzodiazepin-2-one there is obtained, in analogy to the details in paragraph (a) of Example 13, 9-chloro-5-(o-chlorophenyl)-1,3-dihydro-3,3-dimethyl-7-nitro-2H-1,4-benzodiazepin-2-one of melting point 105° (ether/n-hexane).

Sources & evidence

ORD record
ord-81c5fef1eba3469a976004ba9026296a
Source dataset
uspto-grants-1983_03
Patent number
US04377522

Reaction notes

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