Ammonia → 2-Ethylthiazolo[4,5-c]quinolin-4-amine

HRID 2305440Notes

Reaction equation

HRID 2305440 reaction equation
[CH2:1]([C:3]1[S:4][C:5]2[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[N:8]=[C:7]([NH:15]C(=O)C(Cl)(Cl)Cl)[C:6]=2[N:22]=1)[CH3:2].N>CO>[CH2:1]([C:3]1[S:4][C:5]2[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[N:8]=[C:7]([NH2:15])[C:6]=2[N:22]=1)[CH3:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 22648275n-(2-Ethylthiazolo[4,5-c]quinolin-4-yl)trichloroacetamide

Product 1

HCID 99646202-Ethylthiazolo[4,5-c]quinolin-4-amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-(2-ethylthiazolo[4,5-c]quinolin-4-yl)trichloroacetamide (0.40 g) was suspended in a solution of ammonia in methanol (20 mL of 2M) and then stirred at ambient temperature for 30 minutes. The reaction mixture was concentrated under vacuum. The residue was washed with water and then dried to provide 0.19 g of crude product which was recrystallized from ethyl acetate/hexane to provide 2-ethylthiazolo[4,5-c]quinolin-4-amine as tan needles, m.p. 170-172° C. Analysis: Calculated for C12H11N3S: %C, 62.85; %H, 4.83; %N, 18.32; Found: %C, 62.58; %H, 4.78; %N, 18.08.

Workup

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. washThe residue was washed with water
  3. customdried
  4. customto provide 0.19 g of crude product which
  5. customwas recrystallized from ethyl acetate/hexane

Sources & evidence

ORD record
ord-0c87854f6e0144eb87c0ef4434bfee27
Source dataset
uspto-grants-2002_08
Patent number
US06440992B1

Reaction notes

Loading…