Diethylamine → 2-(Diethylamino-acetylamino)6-amino-benzo[1,2-d:5,4-d']bisthiazole

HRID 67105

Reaction equation

HRID 67105 reaction equation
Cl[CH2:2][C:3]([NH:5][C:6]1[S:7][C:8]2[C:9](=[CH:11][C:12]3[N:13]=[C:14]([NH2:18])[S:15][C:16]=3[CH:17]=2)[N:10]=1)=[O:4].[CH2:19]([NH:21][CH2:22][CH3:23])[CH3:20]>O1CCOCC1>[CH2:19]([N:21]([N:5]([C:3](=[O:4])[CH3:2])[C:6]1[S:7][C:8]2[C:9](=[CH:11][C:12]3[N:13]=[C:14]([NH2:18])[S:15][C:16]=3[CH:17]=2)[N:10]=1)[CH2:22][CH3:23])[CH3:20]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 205282012-Chloroacetylamino-6-amino-benzo[1,2-d:5,4-d']bisthiazole

Product 1

HCID 867385292-(Diethylamino-acetylamino)6-amino-benzo[1,2-d:5,4-d']bisthiazole

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 0.5 gm of 2-(chloroacetyl-amino)-6-amino-benzo[1,2-d:5,4-d']bisthiazole, 0.7 gm of diethylamine and 3 ml of dioxane was refluxed for 2 hours. Then, the solvent was evaporated in vacuo, the residue was dissolved in ethyl acetate, and the solution was washed with water and dried over sodium sulfate. After evaporation of the solvent, 0.3 gm (60% of theory) of the title compound, M.P. 203°-205° C. (from ethanol/dimethylformamide) were obtained.

Workup

  1. temperaturewas refluxed for 2 hours
  2. customThen, the solvent was evaporated in vacuo
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. washthe solution was washed with water
  5. dry with materialdried over sodium sulfate
  6. customAfter evaporation of the solvent, 0.3 gm (60% of theory) of the title compound
  7. customM.P. 203°-205° C. (from ethanol/dimethylformamide) were obtained

Sources & evidence

ORD record
ord-cce5813548c3422aa236ff55eaeacd1a
Source dataset
uspto-grants-1982_08
Patent number
US04344946

Linked notes

Loading…