Cyclohexylamine → HCID 59639651, compound

HRID 556633Notes

Reaction equation

HRID 556633 reaction equation
Cl[C:2]1[C:7]([CH:8]=[O:9])=[C:6]([Cl:10])[N:5]=[C:4]([S:11][CH3:12])[N:3]=1.[CH:13]1([NH2:19])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1>C(#N)C.O>[Cl:10][C:6]1[C:7]([CH:8]=[O:9])=[C:2]([NH:19][CH:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)[N:3]=[C:4]([S:11][CH3:12])[N:5]=1

Participants

5

Reactant 2

HCID 7965CyclohexylamineHCID 46140044,6-Dichloro-2-(methylsulfanyl)pyrimidine-5-carbaldehyde

Product 1

HCID 59639651HCID 59639651, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

4,6-Dichloro-2-methylsulfanylpyrimidine-5-carboxaldehyde (4.0 g, 0.018 mol) in acetonitrile (65 mL) was treated with rapid stirring with cyclohexylamine (3.76 g, 4.3 mL, 0.038 mol) over 1 min. Reaction stirred 16 h then diluted with 3 volumes of H2O. The precipitated solid was collected, washed with H2O and dried in vacuo to afford 5.1 g. (99%) of the title compound as a white solid. LC MS (m/e)=286 (MH+). Rt=2.85 min.

Workup

  1. customReaction
  2. customThe precipitated solid was collected
  3. washwashed with H2O
  4. customdried in vacuo
  5. customto afford 5.1 g

Sources & evidence

ORD record
ord-7d50a5577c1740f284b692a195012aa7
Source dataset
uspto-grants-2011_11
Patent number
US08058282B2

Reaction notes

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