Sulfur → Fluproquazone

HRID 1075302ノート

反応式

HRID 1075302 の反応式
[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]

参加物

5

反応物 2

HCID 5362487SulfurHCID 20494720HCID 20494720、化合物

生成物 1

HCID 38503Fluproquazone

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 7044Decalin溶媒

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-8ac7b3ca34b04198ba0b69402f46bc29
出典データセット
uspto-grants-1983_07
特許番号
US04395550

反応ノート

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