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

HRID 273794노트

반응식

HRID 273794 반응식
[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

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 7856Chloroacetonitrile2회HCID 1201104Methyl 2-Amino-5-methylbenzoate

생성물 1

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

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
10 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-59e794a2a39f476bb7998793b7a7611c
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05387585

반응 노트

불러오는 중…