Hydrazine hydrate (1:1) → Methyl 2-fluoro-4-hydrazinocarbonylbenzoate

反応式

[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[C:11]([O:13][CH3:14])=[O:12])[C:5](O)=[O:6].O[N:16]1C2C=CC=CC=2N=[N:17]1.Cl.CN(C)CCCN=C=NCC.O.NN>>[F:1][C:2]1[CH:3]=[C:4]([C:5]([NH:16][NH2:17])=[O:6])[CH:8]=[CH:9][C:10]=1[C:11]([O:13][CH3:14])=[O:12]

参加物

反応物 4

HCID 24654Hydrazine hydrate (1:1)

HCID 757711-Hydroxybenzotriazole

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

HCID 592950871-Methyl 2-fluoro-1,4-benzenedicarboxylate

生成物 1

HCID 67050257Methyl 2-fluoro-4-hydrazinocarbonylbenzoate収率 21.5%

実験手順

From 3-fluoro-4-methoxycarbonylbenzoic acid (198 mg, 1 mmol), 1-hydroxybenzotriazole (HOBt) (135 mg, 1 mmol), 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride (WSC) (249 mg, 1.3 mmol) and hydrazine monohydrate (73 μL, 1.5 mmol), 45.6 mg of the desired product was obtained in the same manner as in Reference Synthesis Example 50 as a white solid (yield 22%).