Chlorosuccinimide → HCID 54170662, compound

HRID 904832Notes

Reaction equation

HRID 904832 reaction equation
[S:1]1[CH:6]=[CH:5][CH:4]=[CH:3][N:2]1[N:7]1[C:11]2[CH:12]=[C:13]([C:16](=[CH2:23])[C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[NH2:24].[Cl:25]N1C(=O)CCC1=O>O1CCCC1>[S:1]1[CH:6]=[CH:5][CH:4]=[CH:3][N:2]1[N:7]1[C:11]2[CH:12]=[C:13]([C:16](=[CH:23][Cl:25])[C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[NH2:24]

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 20477732HCID 20477732, compound

Product 1

HCID 54170662HCID 54170662, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 500 mg. of 1-(thiazin-2-yl)-2-amino-6-(α-methylenebenzyl)benzimidazole in 50 ml. of tetrahydrofuran containing 250 mg. of N-chlorosuccinimide was stirred at room temperature for sixteen hours. The reaction mixture was filtered, and the filtrate was diluted with water and then concentrated to a volume of about 25 ml. The precipitate which formed was collected by filtration, dried, and identified as 140 mg. of 1-(thiazin-2-yl)-2-amino-6-(α-chloromethylenebenzyl)benzimidazole.

Workup

  1. filtrationThe reaction mixture was filtered
  2. additionthe filtrate was diluted with water
  3. concentrationconcentrated to a volume of about 25 ml
  4. customThe precipitate which formed
  5. filtrationwas collected by filtration
  6. customdried

Sources & evidence

ORD record
ord-65203506037849a88efe3510fde386d6
Source dataset
uspto-grants-1983_12
Patent number
US04420479

Reaction notes

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