Dimethylamine → HCID 15888358, compound

HRID 1953148Notes

Reaction equation

HRID 1953148 reaction equation
Br[C:2]1[N:9]2[C:5](=[N:6][C:7]3[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=32)[S:4][N:3]=1.[CH3:14][NH:15][CH3:16]>ClCCl>[CH3:14][N:15]([CH3:16])[C:2]1[N:9]2[C:5](=[N:6][C:7]3[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=32)[S:4][N:3]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 10198942HCID 10198942, compound

Product 1

HCID 15888358HCID 15888358, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a cooled mixture of 3-bromo-1,2,4-thiadiazolo [4,5-a]benzimidazole (15.44 g, 0.0603 mole) in 100 mL dichloromethane, dimethylamine (40% solution in water) (5.44 g, 0.121 mole) was added dropwise. The reaction mixture was allowed to stir for 16 h at room temperature. It was then diluted with dichloromethane, washed with water, dried with sodium sulfate and evaporated under vacuum to give 10.47 g (80%) of 3-(dimethylamino)-1,2,4-thiadiazolo[4,5-a]benzimidazole as colourless crystals: mp 102-104° C.; 1H NMR (CDCl3)δ 7.74 (t, 2H), 7.41 (t, 1H), 7.27 (t, 1H), 3.06 (s, 6H) ppm. Anal. Calcd for C10H10N4S: C, 55.03;H, 4.62; N, 25.69. Found: C, 54.53;H, 4.90; N, 25.50.

Workup

  1. additionwas added dropwise
  2. washwashed with water
  3. dry with materialdried with sodium sulfate
  4. customevaporated under vacuum

Sources & evidence

ORD record
ord-abfbe61f067b4427ba5aedbf3d05da5d
Source dataset
uspto-grants-2000_09
Patent number
US06114537

Reaction notes

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