Acetic Acid → 2-Amino-4-chloro-6-oxo-1,6-dihydropyrimidine-5-carbonitrile

HRID 1356115노트

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HRID 1356115 반응식
Cl.[NH2:2][C:3]1[N:8]=[C:7](Cl)[C:6]([CH:10]=[N:11]O)=[C:5]([Cl:13])[N:4]=1.C(O)(=[O:16])C>>[NH2:2][C:3]1[NH:8][C:7](=[O:16])[C:6]([C:10]#[N:11])=[C:5]([Cl:13])[N:4]=1

참가 물질

4

반응물 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 731656572-Amino-4,6-dichloro-pyrimidine-5-carbaldehyde oxime

생성물 1

HCID 1356048692-Amino-4-chloro-6-oxo-1,6-dihydropyrimidine-5-carbonitrile수율 93%

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온도
115 °C

실험 절차

Following the method of Bell et al. (J. Heterocyclic Chem. 1983, 20, 41), hydrogen chloride gas was bubbled for 2 minutes though a solution of 6.00 g (29.0 mmol) 2-amino-4,6-dichloro-pyrimidine-5-carbaldehyde oxime in 800 ml acetic acid at 115° C. The mixture was then stirred at 115° C. for 16 hours before being cooled to room temperature. The resulting crystals were removed by filtration, and the filtrate concentrated in vacuo. The residue was triturated in 100 ml ether to afford 4.60 g (93%) 2-amino-4-chloro-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile as a light yellow crystalline solid. EI-MS m/e (%): 172 (M{37Cl}+, 23), 170 (M{35Cl}+, 71), 129 (53), 43 (100).

후처리

  1. temperaturebefore being cooled to room temperature
  2. customThe resulting crystals were removed by filtration
  3. concentrationthe filtrate concentrated in vacuo
  4. customThe residue was triturated in 100 ml ether

출처 및 근거

ORD 기록
ord-13a4ebe5d7aa4fa1abad46c89552eef2
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06586441B2

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