Diethyl Ether → 2-amino-4-(thien-2-yl)-4H-oxazol-5-one hydrochloride

HRID 64762ノート

反応式

HRID 64762 の反応式
S(Cl)([Cl:3])=O.[NH2:5][C:6]([NH:8][CH:9]([C:13]1[S:14][CH:15]=[CH:16][CH:17]=1)[C:10]([OH:12])=[O:11])=O.CCOCC>C(#N)C>[ClH:3].[NH2:5][C:6]1[O:11][C:10](=[O:12])[CH:9]([C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)[N:8]=1

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 24386Thionyl ChlorideHCID 129116992-[(Aminocarbonyl)amino]-2-(thien-2-yl)acetic acid

生成物 1

HCID 198432152-amino-4-(thien-2-yl)-4H-oxazol-5-one hydrochloride収率 92%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Thionyl chloride (0.87 g, 7.3 mmol) was added to a suspension of 2-[(aminocarbonyl)amino]-2-(thien-2-yl) acetic acid (0.60 g, 3 mmol) in dry acetonitrile (17 ml) at 0°-5° C. under a nitrogen atmosphere. After 5 minutes dry ether (29 ml) was added and the resulting slurry was stirred for 10 minutes. The precipitate was then filtered under nitrogen, and washed well with ether. The product was dried in vacuo to afford 2-amino-4-(thien2-yl)-4H-oxazol-5-one hydrochloride (0.60 g, 92%) as a salmon pink powder; νmax (Nujol) 1878, 1745, 1725 cm-1.

後処理

  1. filtrationThe precipitate was then filtered under nitrogen
  2. washwashed well with ether
  3. customThe product was dried in vacuo

出典と根拠

ORDレコード
ord-fa2d7e01c8574b83861ad9bf279007b1
出典データセット
uspto-grants-1986_09
特許番号
US04609652

反応ノート

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