홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Triphenylphosphine → 1-(2-Morpholin-2-ylethyl)-3-phenyl-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide

HRID 1818820
노트
인쇄 미리보기

반응식

HRID 1818820 반응식
[C:1]1([N:7]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[NH:9][S:8]2(=[O:17])=[O:16])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O[CH2:38][CH2:39][CH:40]1[O:45][CH2:44][CH2:43][N:42](C(OC(C)(C)C)=O)[CH2:41]1.CC(OC(/N=N/C(OC(C)C)=O)=O)C>C1COCC1>[NH:42]1[CH2:43][CH2:44][O:45][CH:40]([CH2:39][CH2:38][N:9]2[C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[S:8]2(=[O:16])=[O:17])[CH2:41]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 5363146Diisopropyl azodicarboxylateHCID 44182317tert-Butyl 2-(2-hydroxyethyl)morpholine-4-carboxylateHCID 468330931-Phenyl-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide

생성물 1

HCID 547569241-(2-Morpholin-2-ylethyl)-3-phenyl-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide수율 80%

시약·촉매·용매

1
HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1-phenyl-1,3-dihydro-2,1,3-benzothiadiazole2,2-dioxide (0.2 g, 0.8 mmol) in THF (10 mL) was added triphenylphosphine (0.26 g, 1 mmol), tert-butyl 2-(2-hydroxyethyl)morpholine-4-carboxylate (0.2 g, 0.9 mmol) and DIAD (0.2 g, 1 mmol) at 0° C. The mixture was allowed to warm to ambient temperature overnight then concentrated and chromatographed on silica gel (0 to 40% EtOAC in hexane). The resulting mostly pure carbamate was dissolved in dichloromethane (10 mL) and treated with HCL (4 mL, 4M in dioxane). The resulting salt was chromatographed on silica (0 to 100% of (7N NH3/MeOH) in dichloromethane) giving the desired product as a clear oil (0.23 g, 80%). HRMS: calcd for C18H21N3O3S+H+, 360.1376; found (ESI, [M+H]+), 360.1377.

후처리

  1. concentrationthen concentrated
  2. customchromatographed on silica gel (0 to 40% EtOAC in hexane)
  3. dissolutionThe resulting mostly pure carbamate was dissolved in dichloromethane (10 mL)
  4. additiontreated with HCL (4 mL, 4M in dioxane)
  5. customThe resulting salt was chromatographed on silica (0 to 100% of (7N NH3/MeOH) in dichloromethane)

출처 및 근거

ORD 기록
ord-925fb8f9c4614bedbce2345bbef1660d
출처 데이터셋
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07601722B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트