Phosgene → 2,4-Dimethoxy-1,3-thiazole-5-carbaldehyde

HRID 583789노트

반응식

HRID 583789 반응식
[CH3:1][O:2][C:3]1[S:4][CH:5]=[C:6]([O:8][CH3:9])[N:7]=1.C1(N(C)[CH:17]=[O:18])C=CC=CC=1.P(Cl)(Cl)(Cl)=O.C(Cl)(Cl)=O.FC(F)(F)S(OS(C(F)(F)F)(=O)=O)(=O)=O>ClCCl>[CH3:1][O:2][C:3]1[S:4][C:5]([CH:17]=[O:18])=[C:6]([O:8][CH3:9])[N:7]=1

참가 물질

7

반응물 5

HCID 6371PhosgeneHCID 24813Phosphorus oxychlorideHCID 66737N-MethylformanilideHCID 67749Trifluoromethanesulfonic anhydrideHCID 22342547HCID 22342547, 화합물

생성물 1

HCID 223425452,4-Dimethoxy-1,3-thiazole-5-carbaldehyde

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of 2,4-dimethoxythiazole (0.01 mol), which may be prepared as described in Step (a) above, in dichloromethane is added N-phenyl-N-methylformamide (0.01 mol) and phosphorous oxychloride (POCl3, 0.01 mol), or optionally phosgene or trifluoromethanesulfonic acid anhydride instead of POCl3, and the mixture is stirred. Reaction progress may be followed by TLC or HPLC. When a sufficient amount of the desired product is formed, the mixture is partitioned between ethyl acetate and water. The organic layer is washed with brine, dried over sodium sulfate, and rotary evaporated to give 2,4-dimethoxythiazole-5-carboxaldehyde, which may be purified, if needed or desired, by chromatography on silica gel or crystallization.

후처리

  1. customReaction progress

출처 및 근거

ORD 기록
ord-7d864eb5c8f44f6aaf3dec010a192b4f
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06924276B2

반응 노트

불러오는 중…