Dimethylamine → HCID 15615536, compound

HRID 704616Notes

Reaction equation

HRID 704616 reaction equation
[NH:1]([C:8]1[N:13]=[C:12](Cl)[CH:11]=[C:10]([C:15]#[C:16][CH3:17])[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:18][NH:19][CH3:20].[OH-].[K+].C1COCC1>O>[NH:1]([C:8]1[N:13]=[C:12]([N:19]([CH3:20])[CH3:18])[CH:11]=[C:10]([C:15]#[C:16][CH3:17])[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 674DimethylamineHCID 8028TetrahydrofuranHCID 14797Potassium HydroxideHCID 15615525HCID 15615525, compound

Product 1

HCID 15615536HCID 15615536, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Anilino-4-chloro-6-(1-propynyl)pyrimidine (1.7 g) prepared in Example 2, 1.9 g of 54% aqueous solution of dimethylamine and 0.7 g of KOH were added to 20 ml of THF and the mixture was stirred at room temperature for 24 hours. The reaction liquid was poured in water and extracted with benzene. Then, the benzen layer was dried over Glauber's salt and concentrated, the residue was recrystallized from n-hexane-ethanol to afford 1.5 g of 2-anilino-4-dimethylamino-6-(1-propynyl)pyrimidine (yield: 85%). Melting point: 150°-152° C.

Workup

  1. customThe reaction liquid
  2. extractionextracted with benzene
  3. dry with materialThen, the benzen layer was dried over Glauber's salt
  4. concentrationconcentrated
  5. customthe residue was recrystallized from n-hexane-ethanol

Sources & evidence

ORD record
ord-f462d77c286b437cadd0173317e2ba51
Source dataset
uspto-grants-1991_01
Patent number
US04988704

Reaction notes

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