Sulfur → Fluproquazone

HRID 1075302노트

반응식

HRID 1075302 반응식
[CH:1]([N:4]1[CH:13]2[CH:8]([CH2:9][CH2:10][C:11]([CH3:14])=[CH:12]2)[C:7]([C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)=[N:6][C:5]1=[O:22])([CH3:3])[CH3:2].[S]>C1C2C(CCCC2)CCC1.C1(C)C=CC=CC=1>[CH:1]([N:4]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([CH3:14])[CH:12]=2)[C:7]([C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)=[N:6][C:5]1=[O:22])([CH3:3])[CH3:2]

참가 물질

5

반응물 2

HCID 5362487SulfurHCID 20494720HCID 20494720, 화합물

생성물 1

HCID 38503Fluproquazone

시약·촉매·용매 2

HCID 1140Toluene용매HCID 7044Decalin용매

실험 절차

17.4 g 1-isopropyl-4-(4-fluorophenyl)-7-methyl-4a,5,6,8a-tetrahydro-2(1H)-quinazolinone are dissolved under heating in 50 ml decaline and treated portionwise at 140° with 4 g powdered sulphur. On completion of the addition stirring is continued for 1 hour at 160°. The mixture is diluted with toluene and extracted several times with 15% hydrochloric acid. The acidic phase is treated with methylene chloride and neutralized under ice cooling with sodium hydroxide solution. The water phase is extracted with methylene chloride and the combined methylene chloride extracts concentrated in vacuo. The concentrate is chromatographed on silica gel using dichloromethane and methanol as eluant. After recrystallisation from toluene the title compound is obtained, m.p. 174°-176°.

후처리

  1. additiontreated portionwise at 140° with 4 g
  2. additionOn completion of the addition
  3. extractionextracted several times with 15% hydrochloric acid
  4. additionThe acidic phase is treated with methylene chloride and neutralized under ice cooling with sodium hydroxide solution
  5. extractionThe water phase is extracted with methylene chloride
  6. concentrationthe combined methylene chloride extracts concentrated in vacuo
  7. customThe concentrate is chromatographed on silica gel
  8. customAfter recrystallisation from toluene the title compound
  9. customis obtained

출처 및 근거

ORD 기록
ord-8ac7b3ca34b04198ba0b69402f46bc29
출처 데이터셋
uspto-grants-1983_07
특허 번호
US04395550

반응 노트

불러오는 중…