Isobutylamine → 5-[4-(isobutylamino)-3-nitrophenyl]-6-methyl-3,6-dihydro-2H-1,3,4-thiadiazin-2-one

HRID 1517180노트

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HRID 1517180 반응식
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]([CH3:14])[S:12][C:11](=[O:15])[NH:10][N:9]=2)=[CH:4][C:3]=1[N+:16]([O-:18])=[O:17].[CH2:19]([NH2:23])[CH:20]([CH3:22])[CH3:21]>C(#N)C>[CH2:19]([NH:23][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]([CH3:14])[S:12][C:11](=[O:15])[NH:10][N:9]=2)=[CH:4][C:3]=1[N+:16]([O-:18])=[O:17])[CH:20]([CH3:22])[CH3:21]

참가 물질

4

반응물 2

HCID 6558IsobutylamineHCID 148515165-(4-chloro-3-nitrophenyl)-6-methyl-3,6-dihydro-2H-1,3,4-thiadiazin-2-one

생성물 1

HCID 595690275-[4-(isobutylamino)-3-nitrophenyl]-6-methyl-3,6-dihydro-2H-1,3,4-thiadiazin-2-one수율 80.6%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
60 °C

실험 절차

To 15 ml of acetonitrile are added 2.9 g (10.1 mM) of 5-(4-chloro-3-nitrophenyl)-6-methyl-3,6-dihydro-2H-1,3,4-thiadiazin-2-one and 5 ml (50 mM) of isobutylamine. The reaction medium is maintained at 60° C. for 20 hours with stirring and is then concentrated under vacuum. The residue obtained is purified on silica using dichloromethane as eluent. The product obtained is taken up and crystallised from diethyl ether. The solid is filtered off and washed to give 2.6 g of 5-[4-(isobutylamino)-3-nitrophenyl]-6-methyl-3,6-dihydro-2H-1,3,4-thiadiazin-2-one.

후처리

  1. concentrationis then concentrated under vacuum
  2. customThe residue obtained
  3. customis purified on silica
  4. customThe product obtained
  5. customcrystallised from diethyl ether
  6. filtrationThe solid is filtered off
  7. washwashed

출처 및 근거

ORD 기록
ord-86c9682da93942358b8cbb823ffad1e3
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08232272B2

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