Water → HCID 19752300, 화합물

HRID 483433노트

반응식

HRID 483433 반응식
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([C:10]([Cl:12])=[O:11])=[N:2]1.[CH3:13][O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N:21]1[CH2:26][CH2:25][N:24]([CH2:27][CH2:28][CH2:29][CH2:30][NH2:31])[CH2:23][CH2:22]1.C(N(CC)CC)C.O>C1(C)C=CC=CC=1>[ClH:12].[ClH:12].[CH3:13][O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N:21]1[CH2:22][CH2:23][N:24]([CH2:27][CH2:28][CH2:29][CH2:30][NH:31][C:10]([C:3]2[C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=3[S:1][N:2]=2)=[O:11])[CH2:25][CH2:26]1

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 109999031-(4-Aminobutyl)-4-(2-methoxyphenyl)piperazineHCID 15639471Benzo[d]isothiazole-3-carbonyl chloride

생성물 1

HCID 19752300HCID 19752300, 화합물수율 69.4%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of 1,2-benzisothiazole-3-carboxylic acid chloride (2.44 g), 1-(2-methoxyphenyl)-4-(4-aminobutyl)piperazine (3.26 g), and triethylamine (6 ml), in sieve-dried toluene (100 ml) was heated to 80° C., with stirring, overnight. After 24 hr, the reaction mixture was cooled to room temperature and poured into water. The organic phase was separated and the aqueous phase was extracted with ether. The ether extracts and toluene phase were combined, dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated in vacuo. The residue was chromatographed on silica using ethyl acetate as the eluent. The appropriate fractions were collected and concentrated. The residue was taken up in ether and ethereal hydrogen chloride was added. The precipitate was recrystallized from ethanol/ethyl acetate and dried (0.1 mm mercury, refluxing toluene temperature) to provide 2.13 g (34.6%) of product, mp 175°-178° C.

후처리

  1. waitAfter 24 hr
  2. customThe organic phase was separated
  3. extractionthe aqueous phase was extracted with ether
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationthe filtrate was concentrated in vacuo
  7. customThe residue was chromatographed on silica
  8. customThe appropriate fractions were collected
  9. concentrationconcentrated
  10. additionethereal hydrogen chloride was added
  11. customThe precipitate was recrystallized from ethanol/ethyl acetate
  12. customdried
  13. temperature(0.1 mm mercury, refluxing toluene temperature)

출처 및 근거

ORD 기록
ord-c66bb03bcf30429b82dd13dd0901cfb0
출처 데이터셋
uspto-grants-1993_07
특허 번호
US05225412

반응 노트

불러오는 중…