Pyridine → 4-bromo-N-[(5-bromo-1,3-thiazol-2-yl)carbamoyl]-5-chlorothiophene-2-sulfonamide

HRID 252240

반응식

HRID 252240 반응식
[Br:1][C:2]1[CH:3]=[C:4]([S:8](Cl)(=[O:10])=[O:9])[S:5][C:6]=1[Cl:7].N1C=CC=CC=1.[O-:18][C:19]#[N:20].[Na+].Br.[Br:23][C:24]1[S:28][C:27]([NH2:29])=[N:26][CH:25]=1>C(#N)C.C(O)(=O)C.O>[Br:1][C:2]1[CH:3]=[C:4]([S:8]([NH:20][C:19](=[O:18])[NH:29][C:27]2[S:28][C:24]([Br:23])=[CH:25][N:26]=2)(=[O:10])=[O:9])[S:5][C:6]=1[Cl:7]

참가 물질

8

반응물 4

HCID 1049PyridineHCID 517096Sodium CyanateHCID 27238485-Bromothiazol-2-amine monohydrobromideHCID 27972204-Bromo-5-chlorothiophene-2-sulfonyl chloride

생성물 1

HCID 247523614-bromo-N-[(5-bromo-1,3-thiazol-2-yl)carbamoyl]-5-chlorothiophene-2-sulfonamide

시약·촉매·용매 3

HCID 176Acetic Acid촉매HCID 962Water용매HCID 6342Acetonitrile용매

실험 절차

4-Bromo-5-chloro-thiophene-2-sulfonyl chloride (0.44 g, 1.50 mmol) and pyridine (0.27 ml, 3.40 mmol) were added to a stirred suspension of sodium cyanate (0.14 g, 2.20 mmol) in dry acetonitrile (1 ml) and the mixture stirred at room temperature for 4 hours. 5-Bromo-thiazol-2-ylamine hydrobromide (0.26 g, 1.00 mmol) was added and the reaction stirred for 30 minutes. Water (2 ml) and acetic acid (3 drops) were added. The resulting precipitate was filtered and the solid washed with water, cold methanol and diethyl ether. The solid was dried under reduced pressure to give 4-bromo-N-[(5-bromo-1,3-thiazol-2-yl)carbamoyl]-5-chlorothiophene-2-sulfonamide, 0.29 g (60%), m/e 477.8 (MH−).

후처리

  1. stirringthe reaction stirred for 30 minutes
  2. filtrationThe resulting precipitate was filtered
  3. washthe solid washed with water, cold methanol and diethyl ether
  4. customThe solid was dried under reduced pressure

출처 및 근거

ORD 기록
ord-b7e58246bbc2468bb2c288d11cb2e1de
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07868030B2

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