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Hydrochloric Acid → 10,11-Dihydro-11-oxodibenzo[b,f][1,4]thiazepin-3-carboxylic acid

HRID 625179
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HRID 625179 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[SH:8].Br[C:10]1[CH:18]=[C:17]([C:19](O)=[O:20])[CH:16]=[CH:15][C:11]=1[C:12]([OH:14])=[O:13].N1C2C(=CC=CC=2)C=CC=1.Cl>O.N1C=CC=CC=1>[O:20]=[C:19]1[C:17]2[CH:18]=[CH:10][C:11]([C:12]([OH:14])=[O:13])=[CH:15][C:16]=2[S:8][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[NH:1]1
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참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 7047QuinolineHCID 87132-AminothiophenolHCID 68513Bromoterephthalic acid

생성물 1

HCID 1301392310,11-Dihydro-11-oxodibenzo[b,f][1,4]thiazepin-3-carboxylic acid수율 117%

시약·촉매·용매 2

HCID 962Water용매
HCID 1049
Pyridine
용매

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온도
180 °C

실험 절차

A mixture of 2-amino-benzenethiol (1.34 mL, 12.5 mmol), 2-bromo-terephthalic acid (1.54 g, 6.3 mmol), cuprous oxide (0.50 g, 3.5 mmol), quinoline (6.3 mL), and pyridine (0.63 mL) was heated in a 180° C. oil bath under nitrogen for 20 hours, then cooled to room temperature. Concentrated hydrochloric acid (20 mL) was added slowly while cooling in cold water, with stirring. The resulting precipitate was filtered, washed with water, and dried to give crude title compound (2 g). LC-MS: m/z 270 (M−1).

후처리

  1. temperaturecooled to room temperature
  2. filtrationThe resulting precipitate was filtered
  3. washwashed with water
  4. customdried

출처 및 근거

ORD 기록
ord-5fb48b96ac7d4d4d8f5d1b2cbe2c0567
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09304126B2

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