Water → 8-bromo-3-ethyl-7-fluoroquinazoline-2,4(1H,3H)-dione

HRID 1056424노트

반응식

HRID 1056424 반응식
[NH2:1][C:2]1[C:12]([Br:13])=[C:11]([F:14])[CH:10]=[CH:9][C:3]=1[C:4]([NH:6][CH2:7][CH3:8])=[O:5].Cl[C:16](Cl)([O:18]C(=O)OC(Cl)(Cl)Cl)Cl.O>C1(C)C=CC=CC=1>[Br:13][C:12]1[C:11]([F:14])=[CH:10][CH:9]=[C:3]2[C:2]=1[NH:1][C:16](=[O:18])[N:6]([CH2:7][CH3:8])[C:4]2=[O:5]

참가 물질

5

반응물 3

HCID 962WaterHCID 94429TriphosgeneHCID 897821802-amino-3-bromo-N-ethyl-4-fluorobenzamide

생성물 1

HCID 897939088-bromo-3-ethyl-7-fluoroquinazoline-2,4(1H,3H)-dione수율 291%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A solution of 2-amino-3-bromo-N-ethyl-4-fluorobenzamide (512a, 2.00 g, 7.66 mmol) and triphosgene (Aldrich; 0.796 g, 2.68 mmol) in toluene (80 mL) was heated at 110° C. for 18 h (water-cooled reflux condenser attached to flask). The reaction mixture was then cooled to RT and concentrated in vacuo to give 8-bromo-3-ethyl-7-fluoroquinazoline-2,4(1H,3H)-dione (2.238 g, 7.80 mmol) as a light-yellow solid: m/z (ESI, +ve) 286.9/288.8 (M+H)+. This material was used directly in the subsequent transformation.

후처리

  1. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-9893867f6b024e3eaf868750d129d90f
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09394297B2

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