1,2-Dichloroethane → HCID 13980725, compound

HRID 461309Notes

Reaction equation

HRID 461309 reaction equation
C([C:7]1[CH:12]=[CH:11][N:10]=[C:9]([C:13]2[CH:21]=[CH:20][C:16]([C:17]([NH2:19])=O)=[CH:15][CH:14]=2)[N:8]=1)CCCCC.[CH2:22](Cl)[CH2:23]Cl.P(Cl)(Cl)(Cl)=O>CCOCC>[CH2:9]([C:12]1[CH:11]=[N:10][C:9]([C:13]2[CH:14]=[CH:15][C:16]([C:17]#[N:19])=[CH:20][CH:21]=2)=[N:8][CH:7]=1)[CH2:13][CH2:14][CH2:15][CH2:22][CH3:23]

Participants

5

Reactant 3

HCID 111,2-DichloroethaneHCID 24813Phosphorus oxychlorideHCID 541836714-(4-n-Hexylpyrimid-2-yl)benzoic acid amide

Product 1

HCID 13980725HCID 13980725, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

15.58 g. of 4-(4-n-hexylpyrimid-2-yl)benzoic acid amide are left in a mixture of 350 ml. of ethylene chloride and 5.58 ml. of phosphorus oxychloride for 90 minutes under reflux, with stirring. The reaction mixture, diluted with ether, is washed with 2N sodium hydroxide solution and then with water until neutral. After evaporation of the organic phase, drying over sodium sulfate, 14.6 g. of 5-n-hexyl-2-(4-cyanophenyl)pyrimidine result, which are distilled in high vacuum, m.p. 53.5° - 54.5°; cl.p. 35.5° - 36.5°.

Workup

  1. washis washed with 2N sodium hydroxide solution
  2. customAfter evaporation of the organic phase
  3. dry with materialdrying over sodium sulfate, 14.6 g

Sources & evidence

ORD record
ord-37d61fc84d3a426d9c6824b870649a10
Source dataset
uspto-grants-1977_12
Patent number
US04062798

Reaction notes

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