Hydrazine hydrate (1:1) → HCID 22261009, compound

HRID 1610145Notes

Reaction equation

[F:1][C:2]1[CH:9]=[C:8](F)[C:7]([C:11]([C:13]2[CH:22]=[CH:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:14]=2)=O)=[CH:6][C:3]=1[C:4]#[N:5].O.[NH2:24][NH2:25]>>[F:1][C:2]1[CH:9]=[C:8]2[C:7]([C:11]([C:13]3[CH:22]=[CH:21][C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[CH:14]=3)=[N:24][NH:25]2)=[CH:6][C:3]=1[C:4]#[N:5]

Participants

Reactant 2

HCID 24654Hydrazine hydrate (1:1)

HCID 22260691HCID 22260691, compound

Product 1

HCID 22261009HCID 22261009, compound

Procedure

A total of 2.1 g of 2,4-difluoro-5-(naphthalene-2-carbonyl)-benzonitrile was allowed to react with hydrazine monohydrate by the procedure of Production Example II-10-c and thereby yielded 1.6 g of the title compound as a colorless powder. 1H-NMR (400 MHz, DMSO-d6) δ 7.53-7.61 (2H, m), 7.72 (1H, d, J=9.6 Hz), 7.93-7.98 (1H, m), 8.03 (1H, d, J=8.5 Hz), 8.14-8.19 (1H, m), 8.18 (1H, d, J=8.5 Hz), 8.65 (1H, s), 9.03 (1H, d, J=6.0 Hz), 13.83-13.97 (1H, bs).

Sources & evidence

ORD record: ord-ccb36925f9d8498c91823ad36df94db7
Source dataset: uspto-grants-2006_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06982274B2

Reaction notes

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