Butyl bromide → 5-(o-chlorophenyl)-1,3-dihydro-3,3-dimethyl-7-nitro-2H-1,4-benzodiazepin-2-one

HRID 354754Notes

Reaction equation

HRID 354754 reaction equation
C(Br)CCC.FC1C=CC=CC=1C1C2C=C([N+]([O-])=O)C=CC=2N(C)C(=O)C(C)(C)N=1.C([N:35]1[C:41]2[CH:42]=[CH:43][C:44]([N+:46]([O-:48])=[O:47])=[CH:45][C:40]=2[C:39]([C:49]2[CH:54]=[CH:53][CH:52]=[CH:51][C:50]=2[Cl:55])=[N:38][C:37]([CH3:57])([CH3:56])[C:36]1=[O:58])CCC>CCOCC.CCCCCC>[Cl:55][C:50]1[CH:51]=[CH:52][CH:53]=[CH:54][C:49]=1[C:39]1[C:40]2[CH:45]=[C:44]([N+:46]([O-:48])=[O:47])[CH:43]=[CH:42][C:41]=2[NH:35][C:36](=[O:58])[C:37]([CH3:57])([CH3:56])[N:38]=1

Participants

5

Reactant 3

HCID 8002Butyl bromideHCID 205061565-(o-fluorophenyl)-1,3-dihydro-1,3,3-trimethyl-7-nitro-2H-1,4-benzodiazepin-2-oneHCID 205061971-butyl-5-(o-chlorophenyl)-1,3-dihydro-3,3-dimethyl-7-nitro-2H-1,4-benzodiazepin-2-one

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 25 g (0.073 mol) of 5-(o-chlorophenyl)-1,3-dihydro-3,3-dimethyl-7-nitro-2H-1,4-benzodiazepin-2-one and n-butyl bromide there is obtained, in analogy to the details in paragraph (c) of Example 1, with a reaction period of 4 days, 1-butyl-5-(o-chlorophenyl)-1,3-dihydro-3,3-dimethyl-7-nitro-2H-1,4-benzodiazepin-2-one of melting point 129° (ether/n-hexane).

Sources & evidence

ORD record
ord-2f61ecaf214a4d328dfdcd0d457ea92a
Source dataset
uspto-grants-1983_03
Patent number
US04377522

Reaction notes

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