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

반응식

[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]

참가 물질

반응물 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

생성물 1

HCID 67050257Methyl 2-fluoro-4-hydrazinocarbonylbenzoate수율 21.5%

실험 절차

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%).