Hydrochloric Acid → HCID 21547340, compound

HRID 1605698Notes

Reaction equation

HRID 1605698 reaction equation
[CH2:1]([N:3]([CH2:17][CH3:18])[C:4]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([NH2:16])[CH:11]=2)[N:7]=[CH:6][N:5]=1)[CH3:2].[C:19](OC(=O)C)(=[O:21])[CH3:20].[ClH:26]>C(OCC)(=O)C>[ClH:26].[CH2:17]([N:3]([CH2:1][CH3:2])[C:4]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([NH:16][C:19](=[O:21])[CH3:20])[CH:11]=2)[N:7]=[CH:6][N:5]=1)[CH3:18]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 21547301HCID 21547301, compound

Product 1

HCID 21547340HCID 21547340, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To 5.6 g. (0.022 mole) of 4-diethylamino-6-(m-aminophenyl)pyrimidine is slowly added, with cooling, 25 ml. of acetic anhydride. The resulting solution is stirred overnight at room temperature and is then diluted with 500 ml. of ethyl acetate amd treated with sufficient gaseous hydrogen chloride to complete the precipitation of the desired product. The solvent and excess acetic anhydride are removed under reduced pressure and the residue washed from the flask with 20 ml. of 1:1 hexane/ethyl acetate 6.6 g., m.p. 235°-237° C. It proves to be identical to that prepared by the Acid Chloride Method.

Workup

  1. temperaturewith cooling
  2. additionis then diluted with 500 ml
  3. customthe precipitation of the desired product
  4. customThe solvent and excess acetic anhydride are removed under reduced pressure
  5. washthe residue washed from the flask with 20 ml
  6. customthat prepared by the Acid Chloride Method

Sources & evidence

ORD record
ord-c65a51bfcb10470d91854e0785f8d20c
Source dataset
uspto-grants-1976_04
Patent number
US03950525

Reaction notes

Loading…