Triethylamine → HCID 13608188, compound

HRID 1905878Notes

Reaction equation

HRID 1905878 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:10]2[N:15]([CH3:16])[C:14](=[O:17])[N:13]([CH3:18])[C:12](=[N:19][C:20]3[C:25]([CH3:26])=[CH:24][C:23]([CH3:27])=[CH:22][C:21]=3[CH3:28])[CH:11]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[CH3:29][S:30](Cl)(=[O:32])=[O:31].C(N(CC)CC)C>ClCCCl.C(Cl)(Cl)Cl>[CH3:29][S:30]([N:1]([S:30]([CH3:29])(=[O:32])=[O:31])[C:2]1[CH:3]=[C:4]([C:10]2[N:15]([CH3:16])[C:14](=[O:17])[N:13]([CH3:18])[C:12](=[N:19][C:20]3[C:21]([CH3:28])=[CH:22][C:23]([CH3:27])=[CH:24][C:25]=3[CH3:26])[CH:11]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9])(=[O:32])=[O:31]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 13608187HCID 13608187, compound

Product 1

HCID 13608188HCID 13608188, compound

Reagents, catalysts & solvents 2

HCID 111,2-DichloroethaneSolventHCID 6212ChloroformSolvent

Procedure

To a solution of 3,4-dihydro-6-(3-amino-4-methoxyphenyl)-1,3-dimethyl-4-(2,4,6-trimethylphenylimino)-2(1H)-pyrimidinone (0.39 g) in 1,2-dichloroethane (5 ml) were added methanesulfonyl chloride (0.40 ml) and triethylamine (0.52 ml) successively, and the mixture was refluxed for 2.5 hours. After cooling, the reaction mixture was dissolved in chloroform, and washed with water. The organic layer was dried over magnesium sulfate, evaporated, and crystallized from ethanol to give 3,4-dihydro-6-[3-(dimethanesulfonylamino)-4methoxyphenyl]-1,3-dimethyl-4-(2,4,6-trimethylphenylimino)-2-(1H)-pyrimidinone (0.33 g).

Workup

  1. temperaturethe mixture was refluxed for 2.5 hours
  2. temperatureAfter cooling
  3. washwashed with water
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. customevaporated
  6. customcrystallized from ethanol

Sources & evidence

ORD record
ord-c56db84bc65c417aae28bd6f010e4fd0
Source dataset
uspto-grants-1987_03
Patent number
US04649142

Reaction notes

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