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3-Amino-6-chloro-2-hydroxy-benzenesulfonamide → HCID 20608798, 화합물

HRID 432614
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HRID 432614 반응식
[NH2:1][C:2]1[C:3]([OH:13])=[C:4]([S:9]([NH2:12])(=[O:11])=[O:10])[C:5]([Cl:8])=[CH:6][CH:7]=1.[CH2:14]([O:21][C@H:22]1[CH2:27][CH2:26][CH2:25][CH2:24][C@@H:23]1[N:28]=[C:29]=[O:30])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>CN(C)C=O>[NH2:12][S:9]([C:4]1[C:3]([OH:13])=[C:2]([NH:1][C:29]([NH:28][C@H:23]2[CH2:24][CH2:25][CH2:26][CH2:27][C@@H:22]2[O:21][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:30])[CH:7]=[CH:6][C:5]=1[Cl:8])(=[O:11])=[O:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 113680593-Amino-6-chloro-2-hydroxy-benzenesulfonamideHCID 11863574(1S,2S)-2-BENZYLOXYCYCLOHEXYL ISOCYANATE

생성물 1

HCID 20608798HCID 20608798, 화합물수율 27%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 3-amino-6-chloro-2-hydroxybenzenesulfonamide (109 mg, 0.49 mmol) and the crude (1S,2S)-(−)-2-benzyloxycyclohexyl isocynate in 2 mL of N,N-dimethyl-formamide was stirred at room temperature for 20 hours. Purification upon Gilson HPLC, eluting with acetonitrile/water (10/90, v/v to 90/10, v/v, over 10 min), gave the desired product (60 mg, 27% two steps). LC-MS (m/z) 454.0 (M+).

후처리

  1. customPurification upon Gilson HPLC
  2. washeluting with acetonitrile/water (10/90, v/v to 90/10

출처 및 근거

ORD 기록
ord-ca9db99b16354ee3bcb9f2edc4c45e44
출처 데이터셋
uspto-grants-2003_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06664259B2

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