Diethyl Ether → HCID 14208245, compound

HRID 620577Notes

Reaction equation

HRID 620577 reaction equation
[NH2:1][CH:2]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:6]2[CH:15]=[CH:16][CH:17]=[CH:18][C:5]=2[NH:4][C:3]1=[O:19].[Cl:20][C:21]1[CH:29]=[CH:28][C:24]([C:25](Cl)=[O:26])=[CH:23][CH:22]=1.CCOCC>C(Cl)Cl>[Cl:20][C:21]1[CH:29]=[CH:28][C:24]([C:25]([NH:1][CH:2]2[N:8]=[C:7]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[C:6]3[CH:15]=[CH:16][CH:17]=[CH:18][C:5]=3[NH:4][C:3]2=[O:19])=[O:26])=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 85014-Chlorobenzoyl chlorideHCID 42596493-Amino-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one

Product 1

HCID 14208245HCID 14208245, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

1,3-Dihydro-3-(RS)-amino-5-phenyl-2H-1,4-benzodiazepin-2-one (500 mg, 1.98 mmole) and p-chlorobenzoyl chloride (255 μl, 2.00 mmole) were combined at room temperature in 30 ml of methylene chloride. The resulting solution was protected from moisture and stirred at room temperature overnight. The reaction mixture was diluted with 70 ml of methylene chloride and washed with sodium bicarbonate solution (sat.) and brine. The organic extracts were dried (MgSO4) and concentrated to give the crude product. Trituration with ether afforded the analytical sample as a white solid.

Workup

  1. washwashed with sodium bicarbonate solution (sat.) and brine
  2. dry with materialThe organic extracts were dried (MgSO4)
  3. concentrationconcentrated
  4. customto give the crude product

Sources & evidence

ORD record
ord-858620b794d041319416c9c480620135
Source dataset
uspto-grants-1989_04
Patent number
US04820834

Reaction notes

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