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

HRID 615090ノート

反応式

HRID 615090 の反応式
[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]

参加物

9

反応物 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

生成物 1

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

試薬・触媒・溶媒 4

HCID 180Acetone溶媒HCID 887Methanol溶媒HCID 6212Chloroform溶媒HCID 8471Triethylamine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f022793528184ecaaac2705f4a4ba12d
出典データセット
uspto-grants-1985_02
特許番号
US04497650

反応ノート

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