Water → HCID 70361886, compound

HRID 330473Notes

Reaction equation

HRID 330473 reaction equation
[Cl:1]N1C(=O)CCC1=O.[CH3:9][N:10]1[C:14]2=[CH:15][N:16]3[C:30]4[C:25](=[CH:26][CH:27]=[C:28]([Cl:31])[CH:29]=4)[CH:24]=[C:17]3[C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[N:13]2[CH:12]=[N:11]1.O>CN(C)C=O>[Cl:1][C:26]1[CH:27]=[C:28]([Cl:31])[CH:29]=[C:30]2[C:25]=1[CH:24]=[C:17]1[C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[N:13]3[CH:12]=[N:11][N:10]([CH3:9])[C:14]3=[CH:15][N:16]12

Participants

5

Reactant 3

HCID 962WaterHCID 31398ChlorosuccinimideHCID 67943090HCID 67943090, compound

Product 1

HCID 70361886HCID 70361886, compoundYield 31.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

A solution of 1.91 g N-chlorosuccinimide in 45 ml dimethylformamide was added dropwise to a solution of 3.33 g 1-methyl-12-chloro-4H-indolo[1,2-d][1,2,4]triazolo[4,3-a][1,4]benzodiazepine in 100 ml dimethylformamide. The reaction mixture was stirred for three hours at room temperature. Upon addition of water and stirring overnight, a solid precipitated. This was collected, triturated with hexane and dried to yield 1.72 g. Recrystallization from methanol/water yielded 1.17 g solid;

Workup

  1. stirringstirring overnight
  2. customa solid precipitated
  3. customThis was collected
  4. customtriturated with hexane
  5. customdried
  6. customto yield 1.72 g
  7. customRecrystallization from methanol/water

Sources & evidence

ORD record
ord-cdadc495f66c465c87775e508b9dfca1
Source dataset
uspto-grants-1990_01
Patent number
US04897392

Reaction notes

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