Hexane → HCID 21559907, compound

HRID 1578371Notes

Reaction equation

HRID 1578371 reaction equation
[NH2:1][C:2]1[C:3]([Cl:20])=[N:4][CH:5]=[N:6][C:7]=1[NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH3:19])[CH:11]=1.[CH2:21](S(O)(=O)=O)C.CCCCCC>C(OCC)(OCC)OCC>[Cl:20][C:3]1[N:4]=[CH:5][N:6]=[C:7]2[C:2]=1[N:1]=[CH:21][N:8]2[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH3:19])[CH:11]=1

Participants

5

Reactant 3

HCID 8058HexaneHCID 11668Ethanesulfonic acidHCID 21559906HCID 21559906, compound

Product 1

HCID 21559907HCID 21559907, compound

Reagents, catalysts & solvents 1

HCID 31214Ethyl orthoformateSolvent

Procedure

To a suspension of 15.6 g (52.8 mmols) of 5-amino-4-chloro-6-(3,4-dimethoxybenzylamino)pyrimidine in 100 ml of triethyl orthoformate was added 149 mg (1.36 mmols) of ethanesulfonic acid and the resulting mixture was heated at 80° for 15 min. Upon cooling and addition of hexane to the reaction mixture, a yellow precipitate formed which was collected by filtration; yield, 15.4 g (95.6%) mp 159°-163°. Recrystallization from EtOH--H2O gave the analytical sample; yield 13.2 g (82.2%) mp 160°-164°.

Workup

  1. temperaturethe resulting mixture was heated at 80° for 15 min
  2. temperatureUpon cooling
  3. customa yellow precipitate formed which
  4. filtrationwas collected by filtration
  5. customyield
  6. customRecrystallization from EtOH
  7. customH2O gave the analytical sample

Sources & evidence

ORD record
ord-4bccadfb0f704c9ba4e3c78808420f8a
Source dataset
uspto-grants-1976_02
Patent number
US03936454

Reaction notes

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