Bromine → 2-Amino-5-bromopyridine-3-carboxylic acid--hydrogen bromide (1/1)

HRID 1362100ノート

反応式

HRID 1362100 の反応式
[Br:1]Br.[NH2:3][C:4]1[N:12]=[CH:11][CH:10]=[CH:9][C:5]=1[C:6]([OH:8])=[O:7]>C(O)(=O)C>[BrH:1].[NH2:3][C:4]1[N:12]=[CH:11][C:10]([Br:1])=[CH:9][C:5]=1[C:6]([OH:8])=[O:7]

参加物

4

反応物 2

HCID 24408Bromine2 回HCID 729302-Aminonicotinic acid

生成物 1

HCID 573505542-Amino-5-bromopyridine-3-carboxylic acid--hydrogen bromide (1/1)収率 183.9%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Bromine (7.5 mL, 146 mmol) was added dropwise over 10 min to a suspension of 2-amino-nicotinic acid (20.0 g, 145 mmol) in glacial acetic acid (250 mL) cooled in an ice bath. After the bromine addition was complete, the mixture was stirred at ambient temperature for 2 d. The resulting light yellow solid was isolated by filtration, washed with Et2O, and dried under high vacuum (40° C.) for several hours to give the title compound (40.0 g, 93%): 1H NMR (300 MHz, DMSO-d6) δ 8.33 (d, J=2.5 Hz, 1H), 8.20 (d, J=2.5 Hz, 1H), 8.02 (bs, 3H); ESI MS m/e 217 (M+H)+.

後処理

  1. temperaturecooled in an ice bath
  2. customThe resulting light yellow solid was isolated by filtration
  3. washwashed with Et2O
  4. customdried under high vacuum (40° C.) for several hours

出典と根拠

ORDレコード
ord-1a2c058611d147c59d84997afa6c5b1f
出典データセット
uspto-grants-2011_02
特許番号
US07879872B2

反応ノート

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