Sodium Carbonate → HCID 20562367, compound

HRID 848535Notes

Reaction equation

HRID 848535 reaction equation
[CH2:1]([CH:3]1[N:9]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[Cl:16])[C:7]2[CH:17]=[C:18]([N+:21]([O-])=O)[CH:19]=[CH:20][C:6]=2[N:5]([CH3:24])[C:4]1=[O:25])[CH3:2].C(=O)([O-])[O-].[Na+].[Na+]>Cl>[NH2:21][C:18]1[CH:19]=[CH:20][C:6]2[N:5]([CH3:24])[C:4](=[O:25])[CH:3]([CH2:1][CH3:2])[N:9]=[C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[Cl:16])[C:7]=2[CH:17]=1

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 20562370HCID 20562370, compound

Product 1

HCID 20562367HCID 20562367, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

7.7 g (0.021 M) of rac-3-ethyl-5-(o-chlorophenyl)-1,3-dihydro-1-methyl-7-nitro-2H-1,4-benzodiazepin-2-one are dissolved in 85 ml of concentrated hydrochloric acid, treated with 18 g of stannous chloride and stirred at room temperature for 30 minutes. The mixture is poured into a mixture of ice and sodium carbonate solution, extracted with methylene chloride and the extract is dried over sodium sulphate, filtered and concentrated. After crystallisation from ethyl acetate/ether there is obtained rac-7-amino-3-ethyl-5-(o-chlorophenyl)-1,3-dihydro-1-methyl-2H-1,4-benzodiazepin-2-one which melts at 198°-199° C.

Workup

  1. extractionextracted with methylene chloride
  2. dry with materialthe extract is dried over sodium sulphate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customAfter crystallisation from ethyl acetate/ether there

Sources & evidence

ORD record
ord-d8de1683ead9492d96f4c7015c63592d
Source dataset
uspto-grants-1981_10
Patent number
US04296031

Reaction notes

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