Triethylamine → HCID 13394282、化合物

HRID 2164296ノート

反応式

HRID 2164296 の反応式
[NH2:1][C:2]1[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=1)=[O:5].CC[C:19](OCC)=[S:20].[C:24]([O:28]Cl)(C)(C)[CH3:25].C(N(CC)CC)C>C(Cl)Cl>[F:12][C:9]1[CH:10]=[CH:11][C:6]([C:4]([C:3]2[CH:13]=[CH:14][CH:15]=[C:16]3[C:2]=2[NH:1][C:24](=[O:28])[CH:25]3[S:20][CH3:19])=[O:5])=[CH:7][CH:8]=1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 521297Tert-Butyl hypochloriteHCID 98372872-Amino-4'-fluorobenzophenoneHCID 12284386Ethyl methylthioacetate

生成物 1

HCID 13394282HCID 13394282、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 42.2 g (0.196 mole) of 2-amino-4'-fluorobenzophenone in 2 liters of methylene chloride was cooled to -65° C. and 26.5 g (0.198 mole) of ethyl methylthioacetate was added. A solution of 23.0 g (0.21 mole) of 95% tertiary butoxychloride in 50 ml of methylene chloride was added dropwise, keeping the temperature below -65° C. One hour after the addition was complete, 22.2 g (0.22 mol) of triethylamine was added dropwise and the mixture was allowed to warm to room temperature. The solution was concentrated to 700 ml and then washed with water. The organic solution was concentrated and the residue dissolved in 400 ml of methanol containing 30 ml of concentrated hydrochloric acid. The mixture was heated at reflux for one hour followed by cooling. The mixture was allowed to stand overnight, the crystals collected and washed with methanol to yield 31.4 g (53%) as bright yellow solid, m.p. 165°- 167.5° C.

後処理

  1. customthe temperature below -65° C
  2. additionOne hour after the addition
  3. concentrationThe solution was concentrated to 700 ml
  4. washwashed with water
  5. concentrationThe organic solution was concentrated
  6. dissolutionthe residue dissolved in 400 ml of methanol containing 30 ml of concentrated hydrochloric acid
  7. temperatureThe mixture was heated
  8. temperatureat reflux for one hour
  9. temperatureby cooling
  10. customthe crystals collected
  11. washwashed with methanol
  12. customto yield 31.4 g (53%) as bright yellow solid, m.p. 165°- 167.5° C.

出典と根拠

ORDレコード
ord-71b3455e819a40bd830507e992e5e4c6
出典データセット
uspto-grants-1985_03
特許番号
US04503073

反応ノート

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