Diethylamine → HCID 18958804, compound

HRID 1708367Notes

Reaction equation

HRID 1708367 reaction equation
[Cl:1][CH2:2][C:3]([NH:5][C:6]1[C:7](=[O:17])[NH:8][C:9]2[C:14]([CH:15]=1)=[CH:13][CH:12]=[CH:11][C:10]=2[CH3:16])=[O:4].[CH2:18]([NH:20][CH2:21][CH3:22])[CH3:19].C(N(CC)CC)C>C(#N)C>[ClH:1].[CH2:18]([N:20]([CH2:21][CH3:22])[CH2:2][C:3]([NH:5][C:6]1[C:7](=[O:17])[NH:8][C:9]2[C:14]([CH:15]=1)=[CH:13][CH:12]=[CH:11][C:10]=2[CH3:16])=[O:4])[CH3:19]

Participants

5

Reactant 3

HCID 8021DiethylamineHCID 8471TriethylamineHCID 14627530HCID 14627530, compound

Product 1

HCID 18958804HCID 18958804, compoundYield 57.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A suspension prepared by mixing 0.7 g of 3-chloroacetylamino-8-methylcarbostyril, 2.04 g of diethylamine, 1.16 ml of triethylamine in 30 ml of acetonitrile was refluxed by heating for 7.5 hours. The reaction mixture was poured in an ice-water, and the precipitate was collected by filtration, washed with water, and dried. Then the dried precipitate was dissolved in methanol, and converted into hydrochloride by using a concentrated hydrochloric acid-ethanol. Recrystallized from ethanol-water to obtain 0.52 g of 3-(2-diethylaminoacetyl)amino-8-methylcarbostyril hydrochloride. Light yellow powdery substance. Melting point: 250°-252° C. (decomposed).

Workup

  1. customA suspension prepared
  2. temperaturewas refluxed
  3. temperatureby heating for 7.5 hours
  4. filtrationthe precipitate was collected by filtration
  5. washwashed with water
  6. customdried
  7. dissolutionThen the dried precipitate was dissolved in methanol
  8. customRecrystallized from ethanol-water

Sources & evidence

ORD record
ord-d004943dbeed43278284849dcc6880f3
Source dataset
uspto-grants-1994_10
Patent number
US05358949

Reaction notes

Loading…