Hydrochloric Acid → Cni H1594

HRID 357497

Reaction equation

HRID 357497 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8](=[O:10])[CH3:9])[CH:5]=[CH:6][CH:7]=1.[NH2:11][C:12]1[N:17]=[C:16](Cl)[CH:15]=[C:14]([CH3:19])[N:13]=1.Cl.[OH-].[K+]>O>[C:8]([C:4]1[CH:3]=[C:2]([NH:1][C:16]2[CH:15]=[C:14]([CH3:19])[N:13]=[C:12]([NH2:11])[N:17]=2)[CH:7]=[CH:6][CH:5]=1)(=[O:10])[CH3:9]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 74173'-AminoacetophenoneHCID 14797Potassium HydroxideHCID 218102-Amino-4-chloro-6-methylpyrimidine

Product 1

HCID 133110Cni H1594Yield 78.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Compound No. 15 (CNI-1594): A suspension of m-aminoacetophenone (2.7 g) and 2-amino-4-chloro-6-methyl-pyrimidine (2.87 g) in 40 mL water was treated with 1.7 mL concentrated HCl and heated at reflux for 1 hour. Addition of 40 mL 1N KOH gave a light buff solid, which was filtered out and dried to give 3.8 g 4-(3-acetylphenyl)amino-2-amino-6-methylpyrimidine, mp 196°-98° C.

Workup

  1. temperatureheated
  2. temperatureat reflux for 1 hour
  3. customgave a light buff solid, which
  4. filtrationwas filtered out
  5. customdried

Sources & evidence

ORD record
ord-97ca793596bb409cac5332c8f4ef0d63
Source dataset
uspto-grants-1998_11
Patent number
US05840893

Linked notes

Loading…