Phosphoric Acid → 3-bromo-7-iodo-5H-chromeno[2,3-b]pyridin-5-one

HRID 931541

反応式

HRID 931541 の反応式
OP(O)(O)=O.[Br:6][C:7]1[CH:8]=[N:9][C:10]([O:16][C:17]2[CH:22]=[CH:21][C:20]([I:23])=[CH:19][CH:18]=2)=[C:11]([CH:15]=1)[C:12]([OH:14])=O>O>[Br:6][C:7]1[CH:15]=[C:11]2[C:12](=[O:14])[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([I:23])[CH:21]=3)[O:16][C:10]2=[N:9][CH:8]=1

参加物

4

反応物 2

HCID 1004Phosphoric AcidHCID 574756375-Bromo-2-(4-iodophenoxy)nicotinic acid

生成物 1

HCID 574756483-bromo-7-iodo-5H-chromeno[2,3-b]pyridin-5-one収率 85.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
117.5 °C

実験手順

A 5 L 3-neck flask equipped with an overhead stirrer, a thermometer and nitrogen inlet was charged with PPA (4 Kg, 1942 mL) (115% H3PO4) and heated to 115-120° C. 5-Bromo-2-(4-iodophenoxy)nicotinic acid (400 g, 952 mmol) was charged portion wise to the hot PPA. The viscous mixture was then allowed to stir overnight (16-18 h) at 115-120° C. The dark viscous mixture was cooled to 60-65° C. and poured slowly onto a mixture of ice (3000 g) and water (2000 mL) under mechanical stirring. The light brown slurry was allowed to stir overnight and filtered at RT. The wet cake was washed with water (2×1000 mL) followed by IPA (1500 mL) and hexane (2×1000 mL). The solid was dried to obtain 326.4 g of 3-Bromo-7-iodo-5H-chromeno[2,3-b]pyridine-5-one as a grey solid.

後処理

  1. customA 5 L 3-neck flask equipped with an overhead stirrer
  2. temperatureThe dark viscous mixture was cooled to 60-65° C.
  3. stirringto stir overnight
  4. filtrationfiltered at RT
  5. washThe wet cake was washed with water (2×1000 mL)
  6. customThe solid was dried

出典と根拠

ORDレコード
ord-5a8694ddc95b481ca88a55662daba587
出典データセット
uspto-grants-2016_03
特許番号
US09296759B2

関連ノート

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