Sodium hydride → N-[4-[(4-cyanophenyl)amino]-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]-N'-(1-methylethyl)urea

HRID 25047

반응식

HRID 25047 반응식
[NH2:1][C:2]1[N:7]=[C:6]([CH2:8][C:9]2[C:14]([Cl:15])=[CH:13][CH:12]=[CH:11][C:10]=2[Cl:16])[N:5]=[C:4]([NH:17][C:18]2[CH:25]=[CH:24][C:21]([C:22]#[N:23])=[CH:20][CH:19]=2)[N:3]=1.[H-].[Na+].[N:28]([CH:31]([CH3:33])[CH3:32])=[C:29]=[O:30]>CN(C=O)C>[C:22]([C:21]1[CH:20]=[CH:19][C:18]([NH:17][C:4]2[N:5]=[C:6]([CH2:8][C:9]3[C:14]([Cl:15])=[CH:13][CH:12]=[CH:11][C:10]=3[Cl:16])[N:7]=[C:2]([NH:1][C:29]([NH:28][CH:31]([CH3:33])[CH3:32])=[O:30])[N:3]=2)=[CH:25][CH:24]=1)#[N:23]

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 61277Isopropyl isocyanateHCID 4863624-[[4-Amino-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]amino]benzonitrile

생성물 1

HCID 22281695N-[4-[(4-cyanophenyl)amino]-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]-N'-(1-methylethyl)urea수율 85.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of compound (1) (1.0 g) and sodium hydride (0.11 g), in DMF (20 ml) was stirred for 20 minutes at RT under argon flow. Then, 2-isocyanato-propane (0.27 ml) was added dropwise over 30 minutes and the reaction mixture was allowed to stir at RT overnight. The solvent was evaporated and water added. The residue was filtered, washed with water and diethyl ether, and recrystallized from 1,4-dioxane. The precipitate was filtered off and dried, yielding 0.95 g (85.1%) of N-[4-[(4-cyano-phenyl)amino]-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]-N′-(1-methylethyl)-urea (compound 6, mp. 267-268° C.).

후처리

  1. customThe solvent was evaporated
  2. additionwater added
  3. filtrationThe residue was filtered
  4. washwashed with water and diethyl ether
  5. customrecrystallized from 1,4-dioxane
  6. filtrationThe precipitate was filtered off
  7. customdried

출처 및 근거

ORD 기록
ord-ffe8a7461119470787684fa6179a3fa2
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06858609B2

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