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Sulfamide → [4-(1,1-Dioxo-1lambda6-[1,2,6]thiadiazinan-4-yl)-phenyl]-carbamic acid tert-butyl ester

HRID 447974
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HRID 447974 반응식
[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14]([CH2:17][NH2:18])[CH2:15][NH2:16])=[CH:10][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[S:20](N)(N)(=[O:22])=[O:21]>N1C=CC=CC=1>[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14]2[CH2:15][NH:16][S:20](=[O:22])(=[O:21])[NH:18][CH2:17]2)=[CH:10][CH:9]=1)([CH3:4])([CH3:2])[CH3:3]
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참가 물질

4

반응물 2

HCID 82267SulfamideHCID 59771216[4-(2-Amino-1-aminomethyl-ethyl)-phenyl]-carbamic acid tert-butyl ester

생성물 1

HCID 59771229[4-(1,1-Dioxo-1lambda6-[1,2,6]thiadiazinan-4-yl)-phenyl]-carbamic acid tert-butyl ester수율 64.3%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

[4-(2-Amino-1-aminomethyl-ethyl)-phenyl]-carbamic acid tert-butyl ester (as prepared in Example 4, step (b), 30.4 mg, 0.114 mmol) and sulfamide (15.4 mg, 0.802 mmol) in pyridine (0.7 mL) was heated at reflux for 4 h. The reaction mixture was concentrated in vacuo, and the residue was purified on silica (20%-70% EtOAc-hexane) to obtain the title compound (24 mg, 64%): 1H-NMR (DMSO-d6; 400 MHz): δ 9.35 (br s, 1H), 7.45 (m, 2H), 7.15 (m, 2H), 6.73 (m, 2H), 3.52 (m, 2H), 3.27 (m, 2H), 2.85 (m, 1H), 1.52 (s, 9H).

후처리

  1. temperatureat reflux for 4 h
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customthe residue was purified on silica (20%-70% EtOAc-hexane)

출처 및 근거

ORD 기록
ord-6637d1dc825949869f9b4f869b2a8e9c
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08481564B2

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