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

HRID 354771Notes

Reaction equation

HRID 354771 reaction equation
FC1C=CC=CC=1C1C2C=C([N+]([O-])=O)C=CC=2N(C)C(=O)C(C)(C)N=1.[Br:26][C:27]1[C:37]2[N:36](C)[C:35](=[O:39])[C:34]([CH3:41])([CH3:40])[N:33]=[C:32]([C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][C:43]=3[F:48])[C:31]=2[CH:30]=[C:29]([N+:49]([O-:51])=[O:50])[CH:28]=1>>[Br:26][C:27]1[C:37]2[NH:36][C:35](=[O:39])[C:34]([CH3:41])([CH3:40])[N:33]=[C:32]([C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][C:43]=3[F:48])[C:31]=2[CH:30]=[C:29]([N+:49]([O-:51])=[O:50])[CH:28]=1

Participants

3

Reactant 2

HCID 205061565-(o-fluorophenyl)-1,3-dihydro-1,3,3-trimethyl-7-nitro-2H-1,4-benzodiazepin-2-oneHCID 205061949-bromo-5-(o-fluorophenyl)-1,3-dihydro-1,3,3-trimethyl-7-nitro-2H-1,4-benzodiazepin-2-one

Product 1

HCID 205061919-bromo-5-(o-fluorophenyl)-1,3-dihydro-3,3-dimethyl-7-nitro-2H-1,4-benzodiazepin-2-one

Procedure

From 21.8 g (0.054 mol) of 9-bromo-5-(o-fluorophenyl)-1,3-dihydro-3,3-dimethyl-7-nitro-2H-1,4-benzodiazepin-2-one there is obtained, in analogy to the details in paragraph (c) of Example 1, 9-bromo-5-(o-fluorophenyl)-1,3-dihydro-1,3,3-trimethyl-7-nitro-2H-1,4-benzodiazepin-2-one of melting point 180° (ether/petroleum ether).

Sources & evidence

ORD record
ord-da2a7f19af8f441e94d5a8bf41c4f8fb
Source dataset
uspto-grants-1983_03
Patent number
US04377522

Reaction notes

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