Hydrochloric Acid → 2-(chloromethyl)-6-methylquinazolin-4(3H)-one

HRID 273794ノート

反応式

HRID 273794 の反応式
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]([CH3:12])=[CH:8][C:3]=1[C:4]([O:6]C)=O.[Cl:13][CH2:14][C:15]#[N:16].Cl>O1CCOCC1>[Cl:13][CH2:14][C:15]1[NH:16][C:4](=[O:6])[C:3]2[C:2](=[CH:11][CH:10]=[C:9]([CH3:12])[CH:8]=2)[N:1]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 7856Chloroacetonitrile2 回HCID 1201104Methyl 2-Amino-5-methylbenzoate

生成物 1

HCID 1357150192-(chloromethyl)-6-methylquinazolin-4(3H)-one

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
10 °C

実験手順

1. 91.4 g of methyl 2-amino-5-methylbenzoate and 23.4 ml of chloroacetonitrile are dissolved in 1.01 of absolute dioxan and the solution is cooled to 10° C. Subsequently, a weak stream of dry hydrogen chloride is introduced for 8 h. at 5° to 15° C. After 4 h., a further 23.4 ml of chloroacetonitrile are added thereto. The mixture is stirred at room temperature for a further 18 h. The suspension is subsequently evaporated in a vacuum. The crystalline residue is suspended with 2.51 of ice/water, adjusted to pH 8 to 9 with about 100 ml of 25% ammonia, stirred at 5° C. for 1 h. and then filtered. The crystals are washed with water and dried in a vacuum. There are obtained 114.1 g of 2-chloromethyl-6-methyl-3H-quinazolin-4-one of m.p. 263°-265° C.

後処理

  1. customThe suspension is subsequently evaporated in a vacuum
  2. stirringstirred at 5° C. for 1 h.
  3. filtrationfiltered
  4. washThe crystals are washed with water
  5. customdried in a vacuum

出典と根拠

ORDレコード
ord-59e794a2a39f476bb7998793b7a7611c
出典データセット
uspto-grants-1995_02
特許番号
US05387585

反応ノート

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