2-Bromo-6-phenylcyclohexanone → [4-(2,4-Dimethyl-thiazol-5-yl)-3-methoxy-phenyl]-(4-phenyl-4,5,6,7-tetrahydro-benzothiazol-2-yl)-amine

HRID 2076133노트

반응식

HRID 2076133 반응식
[CH3:1][C:2]1[S:3][C:4]([C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]([NH2:17])=[S:16])=[CH:10][C:9]=2[O:18][CH3:19])=[C:5]([CH3:7])[N:6]=1.Br[CH:21]1[CH2:26][CH2:25][CH2:24][CH:23]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:22]1=O>C(O)C>[CH3:1][C:2]1[S:3][C:4]([C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]3[S:16][C:29]4[CH2:30][CH2:31][CH2:32][CH:27]([C:23]5[CH:24]=[CH:25][CH:26]=[CH:21][CH:22]=5)[C:28]=4[N:17]=3)=[CH:10][C:9]=2[O:18][CH3:19])=[C:5]([CH3:7])[N:6]=1

참가 물질

4

반응물 2

HCID 127791292-Bromo-6-phenylcyclohexanoneHCID 86632613[4-(2,4-Dimethyl-thiazol-5-yl)-3-methoxy-phenyl]-thiourea

생성물 1

HCID 44193960[4-(2,4-Dimethyl-thiazol-5-yl)-3-methoxy-phenyl]-(4-phenyl-4,5,6,7-tetrahydro-benzothiazol-2-yl)-amine수율 100%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of [4-(2,4-dimethyl-thiazol-5-yl)-3-methoxy-phenyl]-thiourea (88 mg, 0.30 mmol) and 2-bromo-6-phenyl-cyclohexanone (80 mg, 0.32 mmol) in ethanol (3 ml) was heated to reflux over night. The precipitated solid was filtered off after cooling to room temperature and dried to yield the title compound (100 mg, 100%) as a yellow solid. MS ISP (m/e): 448.2 (100) [(M+H)+]. 1H NMR (DMSO-D6, 300 MHz): δ (ppm)=10.27 (br s, 1H, NH), 7.59 (s, 1H), 7.28 (t, 2H), 7.12-7.19 (m, 4H), 6.85 (d, 1H), 4.00 (m, 1H), 3.37 (s, 3H), 2.74 (m, 2H), 2.66 (s, 3H), 2.20 (s, 2H), 2.13 (m, 1H), 1.70-1.93 (m, 3H).

후처리

  1. temperatureto reflux over night
  2. filtrationThe precipitated solid was filtered off
  3. customdried

출처 및 근거

ORD 기록
ord-d04d7e206a2040e7a43548a31c314d87
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07923450B2

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