N-Isopropylaniline → 2-(N-phenyl-N-(2-propyl)amino)-4H-pyrido[3,2-e]-1,3-thiazin-4-one

HRID 367158노트

반응식

HRID 367158 반응식
Cl[C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.S(Cl)(Cl)=O.[S-:15][C:16]#[N:17].[NH4+].[CH3:19][CH:20]([NH:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH3:21]>CC(C)=O.CN(C=O)C>[C:23]1([N:22]([C:16]2[S:15][C:2]3[N:10]=[CH:9][CH:8]=[CH:7][C:3]=3[C:4](=[O:6])[N:17]=2)[CH:20]([CH3:21])[CH3:19])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

참가 물질

7

반응물 4

HCID 13032N-IsopropylanilineHCID 15666Ammonium thiocyanateHCID 24386Thionyl ChlorideHCID 762582-Chloronicotinic acid

생성물 1

HCID 232876992-(N-phenyl-N-(2-propyl)amino)-4H-pyrido[3,2-e]-1,3-thiazin-4-one수율 83.3%

시약·촉매·용매 2

HCID 180Acetone용매2회HCID 6228Dimethylformamide용매

실험 절차

The reaction procedure of Example 57 was followed except that 1.753 g (11.1 mmol) of 2-chloronicotinic acid, 15 ml of thionyl chloride, two droplets of DMF, 894 mg of ammonium thiocyanate, 15 ml of acetone, 1.59 g of N-(2-propyl)aniline and 10 ml of acetone were used. The product was then recrystallized from ethanol to obtain 2.75 g of 2-(N-phenyl-N-(2-propyl)amino)-4H-pyrido[3,2-e]-1,3-thiazin-4-one.

후처리

  1. customThe reaction procedure of Example 57
  2. customThe product was then recrystallized from ethanol

출처 및 근거

ORD 기록
ord-f0ffb66b0f5c401a91dc13def8bd2c86
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06133258

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