Water → HCID 178514389、化合物

HRID 378139

反応式

HRID 378139 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6].C[C:12]1C=C(C)[N:14](C(N)=N)[N:13]=1.[N+]([O-])(O)=O.CCN(C(C)C)C(C)C.O>O1CCOCC1>[NH2:14][N:13]=[CH:12][NH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6]

参加物

6

反応物 4

HCID 962WaterHCID 74193-Aminobenzoic AcidHCID 81531DiisopropylethylamineHCID 1981863,5-Dimethyl-1H-pyrazole-1-carboxamidine mononitrate

生成物 1

HCID 178514389HCID 178514389、化合物収率 63.5%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

A solution of 3-aminobenzoic acid (41.1 g) in dioxane (300 ml) was treated with 3,5-dimethyl(pyrazole-1-carboxamidine) HNO3 (100 g), DIEA (90 ml) and H2O (100 ml). The reaction was refluxed for 3 hours and stirred overnight at room temperature. The solid was filtered and washed with dioxane (150 ml) and 1:1 dioxane:H2O (250 ml). The solid was then suspended in diethyl ether (400 ml) and CH3CN (100 ml) and treated with 4N HCl/dioxane (100 ml) and 20% HCl (1 ml). After 48 hours, the reaction was filtered and dried to give 3-[(aminoiminomethyl)amino]benzoic acid (34.1 g) as a lavender solid. MS was consistent with the desired product.

後処理

  1. temperatureThe reaction was refluxed for 3 hours
  2. filtrationThe solid was filtered
  3. washwashed with dioxane (150 ml) and 1:1 dioxane
  4. additionCH3CN (100 ml) and treated with 4N HCl/dioxane (100 ml) and 20% HCl (1 ml)
  5. waitAfter 48 hours
  6. filtrationthe reaction was filtered
  7. customdried

出典と根拠

ORDレコード
ord-37fed4d33f5740278aa9050f5b1c5bd0
出典データセット
uspto-grants-2000_02
特許番号
US06028223

関連ノート

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