Lawesson's reagent → 2-(2-Chloroethyl)-2,3-dihydro-4-methylpyrido[3,4-f][1,4]oxazepine-5(4H)-thione monohydrochloride

HRID 4814

반응식

HRID 4814 반응식
[Cl:1][CH2:2][CH2:3][CH:4]1[CH2:10][N:9]([CH3:11])[C:8](=O)[C:7]2[CH:13]=[N:14][CH:15]=[CH:16][C:6]=2[O:5]1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:26])=CC=1>C1(C)C=CC=CC=1>[ClH:1].[Cl:1][CH2:2][CH2:3][CH:4]1[CH2:10][N:9]([CH3:11])[C:8](=[S:26])[C:7]2[CH:13]=[N:14][CH:15]=[CH:16][C:6]=2[O:5]1

참가 물질

4

반응물 2

HCID 87949Lawesson's reagentHCID 137264002-(2-chloroethyl)-2,3-dihydro-4-methylpyrido[3,4-f][1,4]oxazepin-5(4H)-one

생성물 1

HCID 137264022-(2-Chloroethyl)-2,3-dihydro-4-methylpyrido[3,4-f][1,4]oxazepine-5(4H)-thione monohydrochloride

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

2-(2-Chloroethyl)-2,3-dihydro-4-methylpyrido[3,4-f][1,4]oxazepin-5(4H)-one, 15 g (0.06 mole), was dissolved in 200 ml of dry toluene and 15 g (0.037 mole) of [2,4-bis (4-methoxyphenyl)-1,3,2,4-dithiaphosphetane-2,4-disulfide was added. The mixture was refluxed for 2.5 hr and the toluene solution decanted. The residue was partitioned between dilute sodium hydroxide and chloroform. The chloroform was dried and concentrated. The residue was chromatographed on a high pressure liquid chromatograph (Waters 500) using a silica column and eluting with ethyl acetate. The fraction containing material of molecular weight 257 was concentrated. The residue in isopropyl alcohol was treated with hydrogen chloride and the resulting crystals were collected. Yield of hydrochloride salt was 0.1 g (0.6%), m.p. 168°-171° C.

후처리

  1. temperatureThe mixture was refluxed for 2.5 hr
  2. customthe toluene solution decanted
  3. customThe residue was partitioned between dilute sodium hydroxide and chloroform
  4. dry with materialThe chloroform was dried
  5. concentrationconcentrated
  6. customThe residue was chromatographed on a high pressure liquid chromatograph (Waters 500)
  7. washeluting with ethyl acetate
  8. additionThe fraction containing material of molecular weight 257
  9. concentrationwas concentrated
  10. additionThe residue in isopropyl alcohol was treated with hydrogen chloride
  11. customthe resulting crystals were collected

출처 및 근거

ORD 기록
ord-2f0a54101bda4c5984ec97659afe8d34
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04727152

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