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Formic Acid → 1-Formyl-4-phenylsemicarbazide

HRID 2327
ノート
印刷プレビュー

反応式

HRID 2327 の反応式
[C:1]1([NH:7][C:8](=[O:11])[NH:9][NH2:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:12](O)=[O:13]>>[CH:12]([NH:10][NH:9][C:8]([NH:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)=[O:11])=[O:13]
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 2

HCID 284Formic AcidHCID 108374-Phenylsemicarbazide

生成物 1

HCID 5646931-Formyl-4-phenylsemicarbazide

実験手順

Other known methods for the preparation of 4-aryl-1,2,4-triazol-3-ones involve the use of hydrazine as a raw material. In one such method, phenylurea is reacted with hydrazine to give a 4-phenylsemicarbazide. The semicarbazide is then condensed with ethyl formate to give the 4-phenyltriazolone. The overall yield from this method is about 20%. In another method, a 4-phenylsemicarbazide is reacted with formic acid to form the 1-formyl-4-phenylsemicarbazide intermediate, followed by intramolecular condensation to the 4-phenyltriazolone. The yield obtained by this method is about 40%. In yet another method, a substituted aniline is converted to the phenylcarbamate derivative. The phenylcarbamate is treated with hydrazine to give the phenylsemicarbazide derivative, followed by condensation with formamidine acetate to give the 4-phenyltriazolone. Each of these methods requires the use of the toxic compound hydrazine. In addition, the methods suffer from low overall yield.

後処理

  1. custom
The overall yield from this method

出典と根拠

ORDレコード
ord-e99cd70b8d1c4b8eabefb6d92273d488
出典データセット
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05728834

反応ノート

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