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

HRID 354772Notes

Reaction equation

HRID 354772 reaction equation
C(Br)CC.FC1C=CC=CC=1C1C2C=C([N+]([O-])=O)C=CC=2N(C)C(=O)C(C)(C)N=1.[Cl:30][C:31]1[C:41]2[N:40](CCC)[C:39](=[O:45])[C:38]([CH3:47])([CH3:46])[N:37]=[C:36]([C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=3[F:54])[C:35]=2[CH:34]=[C:33]([N+:55]([O-:57])=[O:56])[CH:32]=1>CCOCC.CCCCCC>[Cl:30][C:31]1[C:41]2[NH:40][C:39](=[O:45])[C:38]([CH3:47])([CH3:46])[N:37]=[C:36]([C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=3[F:54])[C:35]=2[CH:34]=[C:33]([N+:55]([O-:57])=[O:56])[CH:32]=1

Participants

5

Reactant 3

HCID 78401-BromopropaneHCID 205061565-(o-fluorophenyl)-1,3-dihydro-1,3,3-trimethyl-7-nitro-2H-1,4-benzodiazepin-2-oneHCID 20506198HCID 20506198, compound

Product 1

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

Reagents, catalysts & solvents 1

HCID 21584099Diethylether hexaneSolvent

Procedure

From 32 g (0.088 mol) of 9-chloro-5-(o-fluorophenyl)-1,3-dihydro-3,3-dimethyl-7-nitro-2H-1,4-benzodiazepin-2-one and propyl bromide there is obtained, in analogy to the details in paragraph (c) of Example 1, with a reaction period of 3 days, 9-chloro-5-(o-fluorophenyl)-1,3-dihydro-3,3-dimethyl-7-nitro-1-propyl-2H-1,4-benzodiazepin-2-one of melting point 142°-143° (ether/n-hexane).

Sources & evidence

ORD record
ord-652ece06fe5540e2bfbd52db13cd4e66
Source dataset
uspto-grants-1983_03
Patent number
US04377522

Reaction notes

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