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

HRID 900314ノート

反応式

HRID 900314 の反応式
[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

参加物

4

反応物 2

HCID 4378561Sodium methanethiolateHCID 134955764-Chloro-5-methylquinazoline

生成物 1

HCID 587117225-Methyl-4-(methylthio)quinazoline収率 83%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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+.

後処理

  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

出典と根拠

ORDレコード
ord-177bfe13151f4c33ae9dec1b283ce537
出典データセット
uspto-grants-2008_04
特許番号
US07358256B2

反応ノート

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