Hydrochloric Acid → HCID 18184406, 화합물

HRID 1489582노트

반응식

HRID 1489582 반응식
Cl[C:2]1[C:11]2[N:10]=[CH:9][N:8]=[CH:7][C:6]=2[CH:5]=[C:4]2[O:12][CH:13]=[N:14][C:3]=12.[Br:15][C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][CH:22]=1)[NH2:19].Cl>C1COCC1.CC(O)C>[Br:15][C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][CH:22]=1)[NH:19][C:2]1[C:11]2[N:10]=[CH:9][N:8]=[CH:7][C:6]=2[CH:5]=[C:4]2[O:12][CH:13]=[N:14][C:3]=12

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 115623-BromoanilineHCID 18184384HCID 18184384, 화합물

생성물 1

HCID 18184406HCID 18184406, 화합물수율 45.5%

시약·촉매·용매 1

HCID 22597222Tetrahydrofuran 2-propanol용매

실험 절차

A mixture of 4-chlorooxazolo[5,4-g]quinazoline (0.24 g, 1.16 mmol) and 3-bromoaniline (0.25 mL, 2.33 mmol) in a THF/propan-2-ol mixture (1:1, 40 mL) containing a trace of concentrated HCl is heated under reflux for 15 min, then concentration to dryness under reduced pressure. The residue is triturated with EtOAc, and then partitioned between saturated aqueous NaHCO3 and EtOAc. Workup of the organic portion gives 4-(3-bromoanilino)oxazolo[5,4-g]quinazoline (0.18 g, 33%) as a yellow powder, mp (MeOH) 232 ° C. (dec.).

후처리

  1. temperatureis heated
  2. temperatureunder reflux for 15 min
  3. concentrationconcentration to dryness under reduced pressure
  4. customThe residue is triturated with EtOAc
  5. custompartitioned between saturated aqueous NaHCO3 and EtOAc

출처 및 근거

ORD 기록
ord-17a7bb22b38543a1ad8193a76250bf62
출처 데이터셋
uspto-grants-1997_10
특허 번호
US05679683

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