1,2-Dichloroethane → HCID 22250084, 화합물

HRID 889898노트

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HRID 889898 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]3[S:12][C:13]([C:17]([OH:19])=O)=[C:14]([CH3:16])[N:15]=3)[S:10][C:3]=12.[Cl:20]CCCl.CN(C)C=O.S(Cl)(Cl)=O>C(OCC)C>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]3[S:12][C:13]([C:17]([Cl:20])=[O:19])=[C:14]([CH3:16])[N:15]=3)[S:10][C:3]=12

참가 물질

6

반응물 4

HCID 111,2-DichloroethaneHCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 22250074HCID 22250074, 화합물

생성물 1

HCID 22250084HCID 22250084, 화합물수율 78%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

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온도
90 °C

실험 절차

To a solution of 4 g (12.9 mmol) of 2-(7-chloro-thieno[3,2-b]pyridin-2-yl)-4-methyl-thiazole-5-carboxylic acid 40 mL of 1,2-dichloroethane and 0.1 mL dimethyl formamide was carefully added 4.7 mL (64.4 mmol) of thionyl chloride. The reaction was heated to 90° C. for five hours. The reaction was cooled to room temperature and dry ethyl ether was added. The resulting brown precipitate was collected by vacuum filtration, washed with diethyl ether and dried to afford 2-(7-chloro-thieno[3,2-b]pyridin-2-yl)-4-methyl-thiazole-5-carbonyl chloride (3.31 g) in 78% yield. C12H6Cl2N2OS2: APCI m/z (in methanol to give methyl ester) 325.1/327.1 (pos.); 1H NMR (d6-DMSO): δ 8.68 (d, 1H, J=5.0 Hz), 8.32 (s, 1H), 8.65 (d, 1H, J=5.0 Hz), 2.39 (s, 3H) ppm.

후처리

  1. temperatureThe reaction was cooled to room temperature
  2. filtrationThe resulting brown precipitate was collected by vacuum filtration
  3. washwashed with diethyl ether
  4. customdried

출처 및 근거

ORD 기록
ord-da6df010553b423e9e173a1befebaac2
출처 데이터셋
uspto-grants-2006_02
특허 번호
US06995171B2

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