Hexamethylenetetramine → HCID 178473165、化合物

HRID 579464ノート

反応式

HRID 579464 の反応式
[CH2:1]([O:3][C:4](=[O:18])[CH2:5][S:6][C:7]1[NH:11][C:10]2[CH:12]=[C:13]([O:16][CH3:17])[CH:14]=[CH:15][C:9]=2[N:8]=1)[CH3:2].C1N2CN3CN(C2)CN1C3.FC(F)(F)[C:31](O)=[O:32]>O>[CH2:1]([O:3][C:4](=[O:18])[CH2:5][S:6][C:7]1[NH:11][C:10]2[C:12]([CH:31]=[O:32])=[C:13]([O:16][CH3:17])[CH:14]=[CH:15][C:9]=2[N:8]=1)[CH3:2]

参加物

5

反応物 3

HCID 4101HexamethylenetetramineHCID 6422Trifluoroacetic acidHCID 871011ethyl [(5-methoxy-1H-benzimidazol-2-yl)sulfanyl]acetate

生成物 1

HCID 178473165HCID 178473165、化合物収率 9%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
120 °C

実験手順

A mixture of (6-methoxy-1H-benzoimidazol-2-ylsulfanyl)-acetic acid ethyl ester (14.70 g, 55.26 mmol), hexamethylenetetramine (15.47 g, 100.53 mmol) and trifluoroacetic acid (61 mL) was stirred under argon atmosphere at 120° C. for 1 h. The solution was cooled to room temperature and water (950 mL) was added. This aqueous mixture was extracted with EtOAc (3×200 mL). The combined organic layers were dried over Na2SO4 and evaporated. The title compound (1.432 g, 4.87 mmol, 9%) was obtained by column chromatography in 2 consecutive steps followed by trituration with diethyl ether.

後処理

  1. temperatureThe solution was cooled to room temperature
  2. extractionThis aqueous mixture was extracted with EtOAc (3×200 mL)
  3. dry with materialThe combined organic layers were dried over Na2SO4
  4. customevaporated

出典と根拠

ORDレコード
ord-3dc7851c94b440f5835bac2656dbe5df
出典データセット
uspto-grants-2015_05
特許番号
US09040714B2

反応ノート

読み込み中…