Hydrochloric Acid → N-(2-phenylbenzo[b]thiophen-3-ylsulfonyl)-N'-(4-methoxy-6-methylprimidin-2-yl)urea

HRID 2106970노트

반응식

HRID 2106970 반응식
[C:1]1([C:7]2[S:11][C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[C:8]=2[S:16]([NH-:19])(=[O:18])=[O:17])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:20][O:21][C:22]1[CH:27]=[C:26]([CH3:28])[N:25]=[C:24]([N:29](C2C=CC=CC=2)[C:30](=O)[O-:31])[N:23]=1.N12CCCN=C1CCCCC2.Cl>O.O1CCOCC1>[C:1]1([C:7]2[S:11][C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[C:8]=2[S:16]([NH:19][C:30]([NH:29][C:24]2[N:23]=[C:22]([O:21][CH3:20])[CH:27]=[C:26]([CH3:28])[N:25]=2)=[O:31])(=[O:18])=[O:17])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 18954641N-(4-methoxy-6-methylpyrimidin-2-yl)phenylcarbamateHCID 1317164192-Phenylbenzo[b]thiophen-3-ylsulfonylamide

생성물 1

HCID 23046968N-(2-phenylbenzo[b]thiophen-3-ylsulfonyl)-N'-(4-methoxy-6-methylprimidin-2-yl)urea수율 78.2%

시약·촉매·용매 2

HCID 962Water용매HCID 312751,4-Dioxane용매

실험 절차

A mixture of 1.1 g (3.8 mmol) of 2-phenylbenzo[b]thiophen-3-ylsulfonylamide, 1.0 g (3.8 mmol) of N-(4-methoxy-6-methylpyrimidin-2-yl)phenylcarbamate, 0.6 g (4 mmol) of 1.8-diazabicyclo[5.4.0]undec-7-ene and 15 ml of dioxane is stirred for 4 hours at 20°-25° C. The reaction mixture is then taken up in 100 ml of water, acidified to pH 3 by adding 2N hydrochloric acid dropwise and then extracted with 3×30 ml of ethyl acetate. The combined extracts are dried and concentrated by evaporation. The residue is crystallised from ether, affording 1.35 g (78% of theory) of N-(2-phenylbenzo[b]thiophen-3-ylsulfonyl)-N'-(4-methoxy-6-methylprimidin-2-yl)urea with a melting point of 199°-202° C.

후처리

  1. extractionextracted with 3×30 ml of ethyl acetate
  2. customThe combined extracts are dried
  3. concentrationconcentrated by evaporation
  4. customThe residue is crystallised from ether

출처 및 근거

ORD 기록
ord-15176f966b484ffdb2bbc2914de7398b
출처 데이터셋
uspto-grants-1990_06
특허 번호
US04932997

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