Phosphorus oxychloride → 4,7-Dichloro-6-nitroquinazoline

HRID 1288894노트

반응식

HRID 1288894 반응식
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=O)[NH:7][CH:8]=[N:9]2)=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14].P(Cl)(Cl)([Cl:18])=O.P(Cl)(Cl)(Cl)(Cl)Cl>>[Cl:18][C:6]1[C:5]2[C:10](=[CH:11][C:2]([Cl:1])=[C:3]([N+:13]([O-:15])=[O:14])[CH:4]=2)[N:9]=[CH:8][N:7]=1

참가 물질

4

반응물 3

HCID 24813Phosphorus oxychlorideHCID 24819Phosphorus pentachlorideHCID 1356875047-Chloro-6-nitroquinazolin-4(1H)-one

생성물 1

HCID 104904554,7-Dichloro-6-nitroquinazoline

실험 절차

7-Chloro-6-nitro-quinazolin-4-one (1.002 g, 4.44mmol), phosphorous oxychloride (11.5 g, 7.51 mmol) and phosphorous pentachloride (1.62 g, 7.74 mmol) were refluxed for 2 hours and the reaction mixture was concentrated in vacuo to a residue which was triturated with toluene and then again with chloroform and dried in vacuo to afford crude 4,7-dichloro-6-nitro-quinazoline. This was dissolved in 35 mL of isopropyl alcohol and 3-ethynylaniline (639 mg, 5.45 mmol) and refluxed for 3 hours. The cooled reaction mixture was filtered to afford the title product as a solid which was washed with 10 mL of isopropyl alcohol and dried in vacuo at 70° C., 1.055 g (66%); mp 230.8°-232.6° C.

후처리

  1. concentrationthe reaction mixture was concentrated in vacuo to a residue which
  2. customwas triturated with toluene
  3. dry with materialagain with chloroform and dried in vacuo

출처 및 근거

ORD 기록
ord-9851bd02d0fe4cd7b1691377c358dc88
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05747498

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