1,2-Dichloro-3-isocyanatobenzene → N-(4-tert-butylpyridyl)-N'-(2,3-dichlorophenyl)urea

HRID 2222316노트

반응식

HRID 2222316 반응식
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]([CH3:11])([CH3:10])[CH3:9])[CH:5]=[CH:4][N:3]=1.[Cl:12][C:13]1[C:18]([Cl:19])=[CH:17][CH:16]=[CH:15][C:14]=1[N:20]=[C:21]=[O:22]>C1(C)C=CC=CC=1.CCOC(C)=O>[C:8]([C:6]1[CH:5]=[CH:4][N:3]=[C:2]([NH:1][C:21]([NH:20][C:14]2[CH:15]=[CH:16][CH:17]=[C:18]([Cl:19])[C:13]=2[Cl:12])=[O:22])[CH:7]=1)([CH3:11])([CH3:10])[CH3:9]

참가 물질

5

반응물 2

HCID 330501,2-Dichloro-3-isocyanatobenzeneHCID 123519414-(tert-Butyl)pyridin-2-amine

생성물 1

HCID 9967659N-(4-tert-butylpyridyl)-N'-(2,3-dichlorophenyl)urea수율 91.3%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 8857Ethyl Acetate용매

실험 절차

A solution of 2-amino-4-tert-butylpyridine (192 mg) and 2,3-dichlorophenyl isocyanate (240 mg) in anh. toluene (15 mL) was heated at 70° C. under argon for 24 h. The resulting mixture was diluted with EtOAc (200 mL) then washed with water (125 mL). The organic layer was dried (MgSO4) and concentrated under reduced pressure to give a gum. Trituration of the gum with hexanes afforded N-(4-tert-butylpyridyl)-N′-(2,3-dichlorophenyl) urea as a white solid (394 mg, 91%): TLC (2:1 hexanes/ethyl acetate) Rf 0.40; FAB-MS m/z 338 ((M+H)+). B2a. Reaction of a Heterocyclic Amine with N,N′-Carbonyldiimidazole Followed By Reaction with a Substituted Aniline

후처리

  1. washthen washed with water (125 mL)
  2. dry with materialThe organic layer was dried (MgSO4)
  3. concentrationconcentrated under reduced pressure
  4. customto give a gum

출처 및 근거

ORD 기록
ord-4778195821734c868f2f043f6dabd051
출처 데이터셋
uspto-grants-2008_05
특허 번호
US07371763B2

반응 노트

불러오는 중…