Hydrochloric Acid → 8-chlorodibenzo[b,f][1,4]thiazepin-11(10H)-one

HRID 1437030노트

반응식

HRID 1437030 반응식
C[O:2][C:3](=O)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10][C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=1[NH2:18].C[Al](C)C.O.Cl>C(Cl)Cl>[Cl:17][C:14]1[CH:15]=[CH:16][C:11]2[S:10][C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=3[C:3](=[O:2])[NH:18][C:12]=2[CH:13]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 16682925TrimethylaluminumHCID 186908772-(2-Amino-4-chlorophenylsulfanyl)-benzoic acid methyl ester

생성물 1

HCID 8271058-chlorodibenzo[b,f][1,4]thiazepin-11(10H)-one수율 29%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A mixture of 2-(2-amino-4-chlorophenylsulfanyl)-benzoic acid methyl ester (189JO11) (149 mg, 0.51 mmol) and AlMe3 (355 μL, 0.71 mmol, 2 M in toluene) in CH2Cl2 (3 mL) was stirred at ambient temperature for six days, and then water was added carefully. The mixture was diluted with CH2Cl2, and was acidified with 2 M aqueous HCl. The organic phase was separated, dried (Na2SO4), concentrated and flash chromatographed (heptane:EtOAc, 5:1-3:1) to give 38 mg (29%) of the title compound (189JO13). MS (ESI) 262 (MH+).

후처리

  1. customThe organic phase was separated
  2. dry with materialdried (Na2SO4)
  3. concentrationconcentrated
  4. customflash chromatographed (heptane:EtOAc, 5:1-3:1)

출처 및 근거

ORD 기록
ord-54a95588dc924311a59bcef3bdaff6e4
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07622461B2

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