Stannous chloride dihydrate → HCID 18516946、化合物

HRID 1370093ノート

反応式

HRID 1370093 の反応式
[C:1]([C:3]1[C:4]([C:19]2[S:20][CH:21]=[CH:22][CH:23]=2)=[N:5][C:6]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([N+:16]([O-])=O)[CH:11]=2)=[N:7][CH:8]=1)#[N:2].O.O.[Sn](Cl)Cl>C(O)C>[NH2:16][C:12]1[CH:11]=[C:10]([NH:9][C:6]2[N:5]=[C:4]([C:19]3[S:20][CH:21]=[CH:22][CH:23]=3)[C:3]([C:1]#[N:2])=[CH:8][N:7]=2)[CH:15]=[CH:14][CH:13]=1

参加物

4

反応物 2

HCID 61436Stannous chloride dihydrateHCID 18516888HCID 18516888、化合物

生成物 1

HCID 18516946HCID 18516946、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

N-3-Aminophenyl-5-cyano-4-thien-2-ylpyrimidine-2-amine was prepared by heating a solution of 5-cyano-N-3-nitrophenyl-4-thien-2-ylpyrimidine-2-amine (2.77 g, 8.57 mmol) and tin(II)chloride dihydrate (7.73 g, 34.05 mmol) in ethanol (160 mL) at reflux for 18 h. On cooling the reaction was concentrated under reduced pressure and partitioned between CH2Cl2 and 2M NaOH. The organic phase was dried (MgSO4) and evaporated to give the desired material (320 mg) as a yellow solid, m.p. 221-222°. δH (d6 DMSO) 10.16 (1H, s), 8.83 (1H, s), 8.24 (1H, d, J 3.9 Hz), 7.97 (1H, d, J 5.1 Hz), 7.32 (1H, dd, J 5.0, 4.0 Hz), 6.97 (3H, bm), 6.31 (1H, m) and 5.04 (2H, bs).

後処理

  1. temperatureat reflux for 18 h
  2. temperatureOn cooling the reaction
  3. concentrationwas concentrated under reduced pressure
  4. custompartitioned between CH2Cl2 and 2M NaOH
  5. dry with materialThe organic phase was dried (MgSO4)
  6. customevaporated

出典と根拠

ORDレコード
ord-f4a2f86685fa459a8ba83ed881e0b6f1
出典データセット
uspto-grants-2003_06
特許番号
US06579983B1

反応ノート

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