Diethylamine → HCID 13290252, compound

HRID 2291010Notes

Reaction equation

HRID 2291010 reaction equation
[CH2:1]([NH:3][CH2:4][CH3:5])[CH3:2].C(N(CC)CC)C.[Cl:13][C:14]1[CH:32]=[CH:31][C:17]([N:18]([C:21]2[N:26]=[C:25](Cl)[N:24]=[C:23]([Cl:28])[C:22]=2[CH:29]=[O:30])[CH2:19][CH3:20])=[CH:16][CH:15]=1>O1CCCC1>[Cl:28][C:23]1[C:22]([CH:29]=[O:30])=[C:21]([N:18]([CH2:19][CH3:20])[C:17]2[CH:31]=[CH:32][C:14]([Cl:13])=[CH:15][CH:16]=2)[N:26]=[C:25]([N:3]([CH2:4][CH3:5])[CH2:1][CH3:2])[N:24]=1

Participants

5

Reactant 3

HCID 8021DiethylamineHCID 8471TriethylamineHCID 13290240HCID 13290240, compound

Product 1

HCID 13290252HCID 13290252, compoundYield 61.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
20 °C

Procedure

Over five hours, at a temperature of -30° C., a solution of 9.28 g (0.127 mole) of diethylamine and 12.84 g (0.127 mole) of triethylamine in 80 ml of tetrahydrofuran was added dropwise to a solution of 40.0 g (0.121 mole) of 6-(4-chloro-N-ethylanilino)-2,4-dichloro-pyrimidine-5-carbaldehyde in 400 ml of tetrahydrofuran. The solution was then stirred for four hours at -30° C. and for two hours at 20° C., the triethylammoniumchloride was filtered off, and the filtrate evaporated in vacuo. After the filtrate was mixed by stirring with 120 ml of diethylether, 27.3 g of colorless crystals were obtained.

Workup

  1. filtrationthe triethylammoniumchloride was filtered off
  2. customthe filtrate evaporated in vacuo
  3. additionAfter the filtrate was mixed
  4. stirringby stirring with 120 ml of diethylether

Sources & evidence

ORD record
ord-ea5dbaa1e3304d6387d2ee5809f1ffd0
Source dataset
uspto-grants-1986_10
Patent number
US04619885

Reaction notes

Loading…