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Ammonium thiocyanate → 1-(2-Chloro-6-methyl-pyridine-4-carbonyl)-3-(2,2-difluoro-benzo[1,3]dioxol-5-yl)thiourea

HRID 1952181
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HRID 1952181 반응식
[NH4+].[N:2]#[C:3][S-:4].[Cl:5][C:6]1[CH:11]=[C:10]([C:12](Cl)=[O:13])[CH:9]=[C:8]([CH3:15])[N:7]=1.[F:16][C:17]1([F:27])[O:21][C:20]2[CH:22]=[CH:23][C:24]([NH2:26])=[CH:25][C:19]=2[O:18]1>CC(=O)C>[Cl:5][C:6]1[CH:11]=[C:10]([C:12]([NH:2][C:3]([NH:26][C:24]2[CH:23]=[CH:22][C:20]3[O:21][C:17]([F:27])([F:16])[O:18][C:19]=3[CH:25]=2)=[S:4])=[O:13])[CH:9]=[C:8]([CH3:15])[N:7]=1
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참가 물질

5

반응물 3

HCID 15666Ammonium thiocyanateHCID 27368935-Amino-2,2-difluoro-1,3-benzodioxoleHCID 27821302-Chloro-6-methylpyridine-4-carbonyl chloride

생성물 1

HCID 594977661-(2-Chloro-6-methyl-pyridine-4-carbonyl)-3-(2,2-difluoro-benzo[1,3]dioxol-5-yl)thiourea

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

Thiocyanic acid, ammonium salt (1:1) (9.35 g; 0.1230 mol) was stirred in 2-propanone (300 ml) at room temperature. 2-Chloro-6-methyl-4-pyridinecarbonylchloride (22.2 g; 0.1170 mol) was then added and the reaction mixture was stirred for 2 hours at room temperature. 2,2-Difluoro-1,3-benzodioxol-5-amine (19.2 g; 0.1110 mol) in some 2-propane was added and the reaction mixture was stirred for 1 hour at room temperature. The reaction mixture was then poured onto ice and the residue was filtered off and dried. Yield: 38.1 g of intermediate D1.

후처리

  1. stirringthe reaction mixture was stirred for 1 hour at room temperature
  2. additionThe reaction mixture was then poured onto ice
  3. filtrationthe residue was filtered off
  4. customdried

출처 및 근거

ORD 기록
ord-3aa7af4ee2b54407a6ead84d06988b51
출처 데이터셋
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08404851B2

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