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Sodium Hydroxide → HCID 18005458, 화합물

HRID 1700406
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HRID 1700406 반응식
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([C:19]#[N:20])[C:3]=1[S:21]([CH3:23])=[O:22].Br[CH2:25][C:26]([NH2:28])=[O:27].[OH-].[Na+]>C(#N)C.O.C(=O)([O-])[O-].[Ca+2]>[Cl:18][C:8]1[CH:9]=[C:10]([C:14]([F:15])([F:16])[F:17])[CH:11]=[C:12]([Cl:13])[C:7]=1[N:6]1[C:2]([NH:1][CH2:25][C:26]([NH2:28])=[O:27])=[C:3]([S:21]([CH3:23])=[O:22])[C:4]([C:19]#[N:20])=[N:5]1
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참가 물질

7

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HCID 14798Sodium HydroxideHCID 696322-BromoacetamideHCID 108618955-Amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-methylsulfinylpyrazole

생성물 1

HCID 18005458HCID 18005458, 화합물수율 15.5%

시약·촉매·용매 3

HCID 962Water용매2회
HCID 6342
Acetonitrile
용매
HCID 10112Calcium Carbonate용매

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온도
25 °C

실험 절차

To a solution of 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-methylsulfinyl-1H-pyrazole-3-carbonitrile (0.5 g) in acetonitrile was added 2-bromoacetamide (0.18 g) in water and calcium carbonate (0.13 g). The mixture was heated under reflux for 1.5 hours, cooled to 25° C. and a solution of sodium hydroxide (0.05 g) in water added. This was then heated under reflux for one hour, evaporated and the residue purified by preparative thin-layer chromatography eluting first with 20% methanol in dichloromethane to give 1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-methylsulfinyl-5-[(aminocarbonylmethyl)amino]-1H-pyrazole-3-carbonitrile (0.089 g), m.p. 155-157° C.

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 1.5 hours
  3. temperatureThis was then heated
  4. temperatureunder reflux for one hour
  5. customevaporated
  6. customthe residue purified by preparative thin-layer chromatography
  7. washeluting first with 20% methanol in dichloromethane

출처 및 근거

ORD 기록
ord-72d7810042d246c08573f30004d4f6e9
출처 데이터셋
uspto-grants-2002_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06350771B1

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