Phosphorus sulfide (P2S5) → HCID 9922428、化合物

HRID 277877ノート

反応式

HRID 277877 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[NH:14][C:13](=O)[CH2:12][C:11]3([CH3:20])[CH3:19])[CH:5]=[CH:6][CH:7]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:22]>N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[NH:14][C:13](=[S:22])[CH2:12][C:11]3([CH3:20])[CH3:19])[CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 14817Phosphorus sulfide (P2S5)HCID 99656566-(3-chlorophenyl)-4,4-dimethyl-3,4-dihydroquinoline-2(1H)-one

生成物 1

HCID 9922428HCID 9922428、化合物

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

Prepared by heating under reflux overnight a mixture of 6-(3-chlorophenyl)-4,4-dimethyl-3,4-dihydroquinoline-2(1H)-one and an equal weight of phosphorus pentasulfide in pyridine was stirred. Removal of the pyridine in vacuo followed by treating the residue with 6N hydrochloric acid and recrystallization of the residue in ethanol gave the product as a yellow solid: mp. 197-198° C. 1H-NMR (DMSO-d6) δ 12.34 (s, 1H), 7.75 (m, 1H), 7.64 (m, 2H), 7.57 (dd, 1H J=9.3 and 2.1 Hz), 7.48 (t, 1H, J=7.7 Hz), 7.41 (m, 1H), 7.20 (d, 1H, J=8.3 Hz), 3.34 (s, 2H), 1.26 (s, 6H); MS (APCI(−)) m/z 300 [M−H]− Anal. Calc. For C17H16ClNS: C, 67.65, H, 5.34, N, 4.64. Found: C, 67.77, H, 5.57, N, 4.54.

後処理

  1. customPrepared
  2. temperatureby heating
  3. temperatureunder reflux overnight
  4. customRemoval of the pyridine in vacuo
  5. additionby treating the residue
  6. customwith 6N hydrochloric acid and recrystallization of the residue in ethanol

出典と根拠

ORDレコード
ord-ce617dc2095f45899584d7dc05b2e904
出典データセット
uspto-grants-2002_03
特許番号
US06358948B1

反応ノート

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