Triethylamine → HCID 178439159, compound

HRID 638582Notes

Reaction equation

HRID 638582 reaction equation
Cl[C:2]1[N:7]([CH3:8])[CH2:6][N:5]=[C:4]2[S:9][CH:10]=[CH:11][C:3]=12.[Cl:12][C:13]1[CH:22]=[C:21]([CH2:23][CH2:24][CH3:25])[CH:20]=[C:19]([CH3:26])[C:14]=1[O:15][CH2:16][CH2:17][NH2:18].C(N(CC)CC)C>C1C=CC=CC=1>[Cl:12][C:13]1[CH:22]=[C:21]([CH2:23][CH2:24][CH3:25])[CH:20]=[C:19]([CH3:26])[C:14]=1[O:15][CH2:16][CH2:17][NH:18][C:2]1[N:7]([CH3:8])[CH2:6][N:5]=[C:4]2[S:9][CH:10]=[CH:11][C:3]=12

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 20252689HCID 20252689, compoundHCID 22273420HCID 22273420, compound

Product 1

HCID 178439159HCID 178439159, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

3.7 g (0.02 mole) of 4-chloro-3-methylthieno[2,3-d]pyrimidine, 4.6 g (0.02 mole) of 2-(2-chloro-6-methyl-4-propylphenoxy)ethylamine and 2 g (0.02 mole) of triethylamine were dissolved in 50 ml of benzene, and the solution was heated under reflux for 6 hours. At the end of this time, the solvent was distilled off and the residue was washed with water and dried in air. It was then recrystallised from a mixture of benzene and hexane, to give 4.5 g (yield 60%) of the desired Compound No. 19 in the form of colourless needles melting at 66°-68° C.

Workup

  1. temperaturethe solution was heated
  2. temperatureunder reflux for 6 hours
  3. distillationAt the end of this time, the solvent was distilled off
  4. washthe residue was washed with water
  5. customdried in air
  6. customIt was then recrystallised from a mixture of benzene and hexane

Sources & evidence

ORD record
ord-69f0d4ba43d44d7aa8d2768b08b45a09
Source dataset
uspto-grants-1985_12
Patent number
US04562193

Reaction notes

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