Diiodomethane → HCID 59250036, 화합물

HRID 2282109노트

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HRID 2282109 반응식
N[C:2]1[S:6][C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[C:4]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=2[Cl:19])[C:3]=1[C:20]#[N:21].[I:22]CI.N(OCCC(C)C)=O>C(#N)C>[C:20]([C:3]1[C:4]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=2[Cl:19])=[C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[S:6][C:2]=1[I:22])#[N:21]

참가 물질

5

반응물 3

HCID 6346DiiodomethaneHCID 8053Isoamyl NitriteHCID 59250010HCID 59250010, 화합물

생성물 1

HCID 59250036HCID 59250036, 화합물수율 37.2%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
38 °C

실험 절차

To a suspension of ethyl 5-amino-4-cyano-3-(2,4-dichlorophenyl)thiophene-2-carboxylate (2.92 g, 0.00856 mol) in acetonitrile (10 mL) was added diiodomethane (2.41 mL, 0.0300 mol) under an atmosphere of argon and was heated at 38° C. Isoamyl nitrite (2.61 g, 0.0214 mol) was added dropwise and the reaction mixture was cooled to room temperature and stirred for one hour. The reaction was concentrated in vacuo and column chromatography was performed to yield the title compound (1.44 g, 37%) as an orange solid. 1H NMR (400 MHz, d1-chloroform) δ: 7.53 (d, 1H, J=2.00 Hz), 7.38-7.34 (m, 1H), 7.21 (d, 1H, J=8.28 Hz), 4.25-4.15 (m, 2H), 1.21-1.16 (m, 3H).

후처리

  1. temperaturethe reaction mixture was cooled to room temperature
  2. concentrationThe reaction was concentrated in vacuo and column chromatography

출처 및 근거

ORD 기록
ord-1b81e611d26d43cfa713d5bc329709d3
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09139589B2

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