Formic Acid → HCID 178505413、化合物

反応式

[Br:1][C:2]1[CH:3]=[C:4]([NH2:10])[C:5]([NH2:9])=[C:6]([F:8])[CH:7]=1.[CH:11](O)=O>>[Br:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]2[NH:9][CH:11]=[N:10][C:4]=2[CH:3]=1

参加物

反応物 2

HCID 284Formic Acid

HCID 27732795-Bromo-3-fluorobenzene-1,2-diamine

生成物 1

HCID 178505413HCID 178505413、化合物収率 92%

実験手順

A solution of 5-bromo-2,3-diaminofluorobenzene (Apollo, 3 g; 14.63 mmol) in formic acid (75 mL) was heated at reflux overnight after which the reaction mixture was concentrated under vacuum to give a brown oil. It was extracted with EtOAc from a saturated aqueous solution of NaHCO3, dried over MgSO4 and evaporated under vacuum to give the title compound as a light pink solid (2.91 g, 92%). 1H NMR (DMSO-d6): δ 8.30 (s, 1H), 7.62 (d, J=1.5 Hz, 1H), 7.27 (dd, J=10.3, 1.5 Hz, 2H), 3.32 (bs, 2H). HPLC (Method A), Rt: 2.09 min (purity: 97.4%). LC/MS (Method B): 216.9 (M+H)+.

後処理

temperatureat reflux overnight after which the reaction mixture
concentrationwas concentrated under vacuum
customto give a brown oil
extractionIt was extracted with EtOAc from a saturated aqueous solution of NaHCO3
dry with materialdried over MgSO4
customevaporated under vacuum

出典と根拠

ORDレコード: ord-b93d520f8c954c39836d03b09e91d235
出典データセット: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08741923B2

反応ノート

読み込み中…

参加物