Sodium methanethiolate → 5-Methyl-4-(methylthio)quinazoline

HRID 900314노트

반응식

HRID 900314 반응식
[CH3:1][S-:2].[Na+].Cl[C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][C:13]=2[CH3:15])[N:8]=[CH:7][N:6]=1>C1COCC1>[CH3:15][C:13]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:14]=1[C:5]([S:2][CH3:1])=[N:6][CH:7]=[N:8]2

참가 물질

4

반응물 2

HCID 4378561Sodium methanethiolateHCID 134955764-Chloro-5-methylquinazoline

생성물 1

HCID 587117225-Methyl-4-(methylthio)quinazoline수율 83%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a suspension of sodium thiomethoxide (0.806 g, 11.5 mmol) in THF (40 ml) at 0° C. was added 1B (1.368 g, 7.66 mmol) in THF (25 ml). The mixture was stirred at room temperature for 1.5 h. The reaction mixture was concentrated to about 15 ml, and water (100 ml) was added. The slurry was stirred at 0° C. for 30 min. The solid was collected by filtration, washed with water and dried to give 1C (1.209 g, 83%) as a solid. The compound has an analytical HPLC retention time=1.899 min (Chromolith SpeedROD column 4.6×50 mm, 10-90% aqueous methanol containing 0.1% TFA over 4 minutes, 4 mL/min, monitoring at 254 nm) and a LC/MS M++H=191+.

후처리

  1. concentrationThe reaction mixture was concentrated to about 15 ml, and water (100 ml)
  2. additionwas added
  3. stirringThe slurry was stirred at 0° C. for 30 min
  4. filtrationThe solid was collected by filtration
  5. washwashed with water
  6. customdried

출처 및 근거

ORD 기록
ord-177bfe13151f4c33ae9dec1b283ce537
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07358256B2

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