1-[5-(o-chlorophenyl)2,3-dihydro-1-isopropyl-3,3-dimethyl-2-oxo-1H-1,4-benzodiazepin-7-yl]-3-(2-hydroxyethyl)urea → 7-amino-5-(o-chlorophenyl)-1,3-dihydro-1-isopropyl-3,3-dimethyl-2H-1,4-benzodiazepin-2-one

HRID 354759Notes

Reaction equation

HRID 354759 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16]([N:19]=C=O)[CH:17]=[CH:18][C:13]=2[N:12]([CH:22]([CH3:24])[CH3:23])[C:11](=[O:25])[C:10]([CH3:27])([CH3:26])[N:9]=1.ClC1C=CC=CC=1C1C2C=C(NC(NCCO)=O)C=CC=2N(C(C)C)C(=O)C(C)(C)N=1>ClCCCl.C(Cl)Cl>[NH2:19][C:16]1[CH:17]=[CH:18][C:13]2[N:12]([CH:22]([CH3:24])[CH3:23])[C:11](=[O:25])[C:10]([CH3:26])([CH3:27])[N:9]=[C:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[Cl:1])[C:14]=2[CH:15]=1

Participants

4

Reactant 2

HCID 205061591-[5-(o-chlorophenyl)2,3-dihydro-1-isopropyl-3,3-dimethyl-2-oxo-1H-1,4-benzodiazepin-7-yl]-3-(2-hydroxyethyl)ureaHCID 20506187[5-(o-chlorophenyl)-2,3-dihydro-1-isopropyl-3,3-dimethyl-2-oxo-1H-1,4-benzodiazepin-7yl]isocyanate

Product 1

HCID 205061477-amino-5-(o-chlorophenyl)-1,3-dihydro-1-isopropyl-3,3-dimethyl-2H-1,4-benzodiazepin-2-one

Reagents, catalysts & solvents 1

HCID 220203331,2-Dichloroethane methylene chlorideSolvent

Procedure

From 4 g (0.011 mol) of 7-amino-5-(o-chlorophenyl)-1,3-dihydro-1-isopropyl-3,3-dimethyl-2H-1,4-benzodiazepin-2-one there is obtained, in analogy to the details in Example 4, via [5-(o-chlorophenyl)-2,3-dihydro-1-isopropyl-3,3-dimethyl-2-oxo-1H-1,4-benzodiazepin-7yl]isocyanate, 1-[5-(o-chlorophenyl)2,3-dihydro-1-isopropyl-3,3-dimethyl-2-oxo-1H-1,4-benzodiazepin-7-yl]-3-(2-hydroxyethyl)urea of melting point 243°-244° (1,2-dichloroethane/methylene chloride).

Sources & evidence

ORD record
ord-e576444c3eb949088d6602f5c8dc5003
Source dataset
uspto-grants-1983_03
Patent number
US04377522

Reaction notes

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