Acetyl chloride → 1,3,5-Triazino(1,2-a)benzimidazol-4(3H)-one, 10-acetyl-2,10-dihydro-2,2,3-trimethyl-

HRID 615291노트

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HRID 615291 반응식
[CH3:1][C:2]1([CH3:17])[N:10]([CH3:11])[C:9](=[O:12])[N:8]2[C:4](=[N:5][C:6]3[CH:16]=[CH:15][CH:14]=[CH:13][C:7]=32)[NH:3]1.[C:18](Cl)(=[O:20])[CH3:19].Cl.C([NH+](CC)CC)C.[NH4+].[OH-]>CO.C(Cl)(Cl)Cl.C(N(CC)CC)C.CC(C)=O>[C:18]([N:5]1[C:6]2[CH:16]=[CH:15][CH:14]=[CH:13][C:7]=2[N:8]2[C:9](=[O:12])[N:10]([CH3:11])[C:2]([CH3:17])([CH3:1])[N:3]=[C:4]12)(=[O:20])[CH3:19]

참가 물질

9

반응물 4

HCID 6367Acetyl chlorideHCID 14923Ammonium HydroxideHCID 1591201,2-dihydro-2,2,3-trimethyl-1,3,5-triazino[1,2-a]benzimidazol-4(3H)-oneHCID 21900368Triethylammonium hydrochloride

생성물 1

HCID 1591101,3,5-Triazino(1,2-a)benzimidazol-4(3H)-one, 10-acetyl-2,10-dihydro-2,2,3-trimethyl-수율 52%

시약·촉매·용매 4

HCID 180Acetone용매HCID 887Methanol용매HCID 6212Chloroform용매HCID 8471Triethylamine용매

실험 절차

A 250-ml, round-bottomed flask containing a magnetic stirring bar was charged with 2.45 g (0.0106 mole) of 1,2-dihydro-2,2,3-trimethyl-1,3,5-triazino[1,2-a]benzimidazol-4-(3H)-one, 150 ml of acetone and 1.53 ml of triethylamine. Acetyl chloride (0.86 g, 0.0110 mole) was added rapidly via syringe to the resulting solution. The mixture was stirred for two hours at room temperature after which time a white precipitate of triethylammonium hydrochloride was visible. Examination of the reaction mixture by TLC (silica, 80:2:1, CHCl3 :CH3OH:NH4OH) showed that only a trace of starting material remained. The mixture was concentrated in vacuo and the resulting solid was taken up in methylene chloride. The resulting solution was washed with water (3 times) brine, dried (MgSO4) and concentrated under reduced pressure to afford 1.5 g (52% yield) of a white solid which was analytically pure, mp 159°-62° C.

후처리

  1. additionA 250-ml, round-bottomed flask containing a magnetic stirring bar
  2. concentrationThe mixture was concentrated in vacuo
  3. washThe resulting solution was washed with water (3 times) brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-9949d8b8b54644899222f8deacc6c264
출처 데이터셋
uspto-grants-1985_02
특허 번호
US04498920

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