Dichloromethane → HCID 23303020, compound

HRID 1953152Notes

Reaction equation

HRID 1953152 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[N:15]3[C:11](=[N:12][C:13]4[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=43)[S:10][N:9]=2)[CH2:4][CH2:3]1.[Cl:20]CCl>Cl>[ClH:20].[ClH:20].[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[N:15]3[C:11](=[N:12][C:13]4[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=43)[S:10][N:9]=2)[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 6344DichloromethaneHCID 10221162HCID 10221162, compound

Product 1

HCID 23303020HCID 23303020, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

To a clear solution of 3-(4-methyl-1-piperazinyl) -1,2,4-thiadiazolo[4,5-a]benzimidazole (6.07 g, 22.21 mmol) in 100 ml of dichloromethane, hydrogen chloride gas was bubbled through for 40 min. The solution became turbid with time. The suspension was filtered and dried under vacuum to give the title compound as a fine white powder 7.60 g (99%). mp 252° C. (dec); 1H NMR (DMSO-d6 & D2O)δ 7.85 (d, 2H), 7.60 (t, 1H), 7.51 (t, 1H), 3.86 (m, 2H), 3.56 (m, 6H), 2.91 (s, 3H) ppm; 13C NMR (DMSO-d6 & D2O)δ 164.39, 148.80, 144.27, 126.92, 126.12, 123.41, 117.08, 113.20, 51.19, 45.87, 42.32 ppm; IR (KBr)ν 3420, 1606, 1571, 1475, 1461, 1225, 981, 761 cm-1.

Workup

  1. filtrationThe suspension was filtered
  2. customdried under vacuum

Sources & evidence

ORD record
ord-759ae050b31341ab94ed1812c6060908
Source dataset
uspto-grants-2000_09
Patent number
US06114537

Reaction notes

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