Pyridine → HCID 24752077、化合物

HRID 252244ノート

反応式

HRID 252244 の反応式
[C:1]1([CH3:11])[CH:6]=[CH:5][CH:4]=[C:3]([S:7](Cl)(=[O:9])=[O:8])[CH:2]=1.N1C=CC=CC=1.[O-:18][C:19]#[N:20].[Na+].Cl.[NH2:23][C:24]1[S:25][C:26]([CH3:30])=[C:27]([CH3:29])[N:28]=1>C(#N)C.C(O)(=O)C.O>[CH3:29][C:27]1[N:28]=[C:24]([NH:23][C:19]([NH:20][S:7]([C:3]2[CH:4]=[CH:5][CH:6]=[C:1]([CH3:11])[CH:2]=2)(=[O:9])=[O:8])=[O:18])[S:25][C:26]=1[CH3:30]

参加物

8

反応物 4

HCID 1049PyridineHCID 517096Sodium CyanateHCID 27345953-Methylbenzenesulphonyl chlorideHCID 162113874,5-Dimethyl-1,3-thiazol-2-amine--hydrogen chloride (1/1)

生成物 1

HCID 24752077HCID 24752077、化合物収率 55%

試薬・触媒・溶媒 3

HCID 176Acetic Acid触媒HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

m-Toluenesulfonyl chloride (0.076 ml, 0.53 mmol, 1.4 equiv.) and pyridine (0.103 ml, 1.27 mmol, 3.4 equiv.) were added to a stirred suspension of sodium cyanate (56 mg, 0.86 mmol, 2.3 equiv.) in dry acetonitrile (1 ml) and the mixture stirred at room temperature for 3 hours. 2-Amino-4,5-dimethylthiazole hydrochloride (34 mg, 0.28 mmol, 1.0 equiv.) was added and the reaction stirred for 1 hour. Water (2 ml) and acetic acid (3 drops) were added. The resulting precipitate was centrifuged for 10 minutes and the supernatant decanted. The solid washed with water (2 ml), the material centrifuged and supernatant decanted. The solid was dried under reduced pressure at 40° C. to give N-[(4,5-dimethyl-1,3-thiazol-2-yl)carbamoyl]-3-methylbenzenesulfonamide, 49 mg (55% yield). LC @UV215 nm; Rt 1.81: 93%, m/z (ES+): 326 (MH+), 651 (2 MH+); δH(400 MHz; d4-methanol) 7.54-7.98 (4H, m), 2.57 (3H, s), 2.31 (3H, s), 2.27 (3H, s).

後処理

  1. stirringthe reaction stirred for 1 hour
  2. waitThe resulting precipitate was centrifuged for 10 minutes
  3. washThe solid washed with water (2 ml)
  4. customThe solid was dried under reduced pressure at 40° C.

出典と根拠

ORDレコード
ord-207d606a02e34799af541a953586ce46
出典データセット
uspto-grants-2011_01
特許番号
US07868030B2

反応ノート

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