Chloroacetyl chloride → HCID 20515513, compound

HRID 1902474Notes

Reaction equation

HRID 1902474 reaction equation
[Cl:1][CH2:2][C:3](Cl)=[O:4].[CH3:6][N:7]1[C:16]2[C:15](=[O:17])[NH:14][C:13]3[CH:18]=[CH:19][CH:20]=[CH:21][C:12]=3[NH:11][C:10]=2[C:9]([CH3:22])=[C:8]1[CH3:23].C(=O)([O-])[O-].[K+].[K+].O1CCOCC1>C1(C)C=CC=CC=1>[Cl:1][CH2:2][C:3]([N:11]1[C:12]2[CH:21]=[CH:20][CH:19]=[CH:18][C:13]=2[NH:14][C:15](=[O:17])[C:16]2[N:7]([CH3:6])[C:8]([CH3:23])=[C:9]([CH3:22])[C:10]1=2)=[O:4]

Participants

6

Reactant 4

HCID 6577Chloroacetyl chlorideHCID 11430Potassium CarbonateHCID 312751,4-DioxaneHCID 20515464HCID 20515464, compound

Product 1

HCID 20515513HCID 20515513, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

A solution of 21 of chloroacetyl chloride in 10 ml of toluene is added dropwise to 31 g of 1,2,3-trimethyl-1,4,9,10-tetrahydropyrrolo[3,2-b][1,5-]benzodiazepin-10-one, 6 g of anhydrous potassium carbonate, 40 ml of dioxane and 20 ml of toluene in the course of 30 minutes at 70° to 80° C., and the thus-prepared mixture is stirred at this temperature for a further 2 hours. The mixture is concentrated to dryness, the residue is boiled 3 times with 25 ml of chloroform each time, and the filtrate is concentrated to dryness. 3.6 g of the title compound are thus obtained.

Workup

  1. concentrationThe mixture is concentrated to dryness
  2. concentrationthe filtrate is concentrated to dryness

Sources & evidence

ORD record
ord-d440e7e4f97f40768ece9e976d389502
Source dataset
uspto-grants-1982_12
Patent number
US04363816

Reaction notes

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