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

HRID 354753Notes

Reaction equation

HRID 354753 reaction equation
C(Br)C.FC1C=CC=CC=1C1C2C=C([N+]([O-])=O)C=CC=2N(C)C(=O)C(C)(C)N=1.[Cl:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=1[C:36]1[C:42]2[CH:43]=[C:44]([N+:47]([O-:49])=[O:48])[CH:45]=[CH:46][C:41]=2[N:40](CC)[C:39](=[O:52])[C:38]([CH3:54])([CH3:53])[N:37]=1>CCOCC>[Cl:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=1[C:36]1[C:42]2[CH:43]=[C:44]([N+:47]([O-:49])=[O:48])[CH:45]=[CH:46][C:41]=2[NH:40][C:39](=[O:52])[C:38]([CH3:54])([CH3:53])[N:37]=1

Participants

5

Reactant 3

HCID 6332Ethyl BromideHCID 205061565-(o-fluorophenyl)-1,3-dihydro-1,3,3-trimethyl-7-nitro-2H-1,4-benzodiazepin-2-oneHCID 205061675-(o-chlorophenyl)-1-ethyl-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 3283Diethyl EtherSolvent

Procedure

From 1.7 g (0.005 mol) of 5-(o-chlorophenyl)-1,3-dihydro-3,3-dimethyl-7-nitro-2H-1,4-benzodiazepin-2-one and ethyl bromide there is obtained, in analogy to the details in paragraph (c) of Example 1, with a reaction period of 36 hours, 5-(o-chlorophenyl)-1-ethyl-1,3-dihydro-3,3-dimethyl-7-nitro-2H-1,4-benzodiazepin-2-one of melting point 174° (ether).

Sources & evidence

ORD record
ord-a11385ada2f5437284056eaacf0d26c5
Source dataset
uspto-grants-1983_03
Patent number
US04377522

Reaction notes

Loading…