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Trifluoroacetic acid → 6-Hydroxy-2-(4-hydroxybenzoyl)benzothiazole

HRID 1075379
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HRID 1075379 반응식
FC(F)(F)C(O)=O.COCCOC[O:14][C:15]1[CH:38]=[CH:37][C:18]2[N:19]=[C:20]([C:22](=[O:36])[C:23]3[CH:28]=[CH:27][C:26]([O:29]COCCOC)=[CH:25][CH:24]=3)[S:21][C:17]=2[CH:16]=1>O.CO>[OH:14][C:15]1[CH:38]=[CH:37][C:18]2[N:19]=[C:20]([C:22](=[O:36])[C:23]3[CH:24]=[CH:25][C:26]([OH:29])=[CH:27][CH:28]=3)[S:21][C:17]=2[CH:16]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 15411537HCID 15411537, 화합물

생성물 1

HCID 537985656-Hydroxy-2-(4-hydroxybenzoyl)benzothiazole수율 94.8%

시약·촉매·용매 1

HCID 22242641Methanol--water (1/1)용매

반응 조건

온도
70 °C

실험 절차

0.2 ml of trifluoroacetic acid was added to a solution of 4 g of the Compound 1 obtained in Example 1 in water-methanol. The mixture was stirred for 48 hours at 70° C. After the reaction was completed, methanol was evaporated and the crystals were collected by filtration and dried to give 2.3 g of 6-hydroxy-2-(4-hydroxybenzoyl)benzothiazole (Compound 7). mp: 46° C. 1H-NMR(aceton-d6): 7.01(d,J=8.9 Hz,2H), 7.18(dd,J=8.9,2.4 Hz,1H), 7.52(d,J=2.4 Hz,1H), 8.05(d,J=8.9 Hz,1H), 8.58(d,J=8.9 Hz,2H), 9.15(br,1H), 9.40(br,1H) IR(KBr) cm-1 : 3463, 1602, 1589, 1491, 1249, 1176, 1119, 875 MS m/z: 271(M+), 243, 121 Elementary analysis (C14H9NO3S 0.8 H2O): Calculated (C=58.84,H=3.74,N=4.90); Found (C=58.78,H=3.55,N=4.54)

후처리

  1. custommethanol was evaporated
  2. filtrationthe crystals were collected by filtration
  3. customdried

출처 및 근거

ORD 기록
ord-a4fff1d6afac431aa706b1654b9fb541
출처 데이터셋
uspto-grants-1999_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05900426

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