Hydrochloric Acid → 3-Bromo-9H-dipyrido[2,3-b;4',3'-d]pyrrole-6-carboxylic acid azide

HRID 1506030ノート

反応式

HRID 1506030 の反応式
Cl.[Br:2][C:3]1[CH:19]=[N:18][C:6]2[NH:7][C:8]3[CH:13]=[N:12][C:11]([C:14]([NH:16][NH2:17])=[O:15])=[CH:10][C:9]=3[C:5]=2[CH:4]=1.[N:20]([O-])=O.[Na+].C(=O)(O)[O-].[Na+]>O>[Br:2][C:3]1[CH:19]=[N:18][C:6]2[NH:7][C:8]3[CH:13]=[N:12][C:11]([C:14]([N:16]=[N+:17]=[N-:20])=[O:15])=[CH:10][C:9]=3[C:5]=2[CH:4]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 23668193Sodium Nitrite3 回HCID 582668173-Bromo-9H-dipyrido[2,3-b;4',3'-d]pyrrole-6-carboxylic acid hydrazide

生成物 1

HCID 582667863-Bromo-9H-dipyrido[2,3-b;4',3'-d]pyrrole-6-carboxylic acid azide

試薬・触媒・溶媒 1

HCID 962Water溶媒4 回

反応条件

温度
0 °C

実験手順

Hydrogen chloride (3.0 mL, 90 mmol) was added dropwise to a suspension of 3-bromo-9H-dipyrido[2,3-b;4′,3′-d]pyrrole-6-carboxylic acid hydrazide (530 mg, 1.73 mmol) in water (12.4 mL). Once homogeneous, the solution was cooled to 0° C. and a solution of 3N sodium nitrite in water (0.60 mL, 2.0 mmol) was added to the mixture. After 1 h, added another 1.03 eq. of 3N sodium nitrite in water (0.60 mL, 2.0 mmol) and allowed the reaction to warm to ambient temperature over night. After 17 h at room temperature, the reaction was cooled to 0° C. and a solution of 3N sodium nitrite in water (0.60 mL, 2.0 mmol) was added and then warmed to room temperature. The reaction was made basic with a solution of saturated sodium bicarbonate, and the solid precipitate was collected by filtration, washed with water, and dried in a dessicator under vacuum to provide a solid material that was 70% pure by LCMS analysis.

後処理

  1. customthe reaction
  2. temperatureto warm to ambient temperature over night
  3. waitAfter 17 h at room temperature
  4. temperaturethe reaction was cooled to 0° C.
  5. temperaturewarmed to room temperature
  6. filtrationthe solid precipitate was collected by filtration
  7. washwashed with water
  8. customdried in a dessicator under vacuum
  9. customto provide a solid material that

出典と根拠

ORDレコード
ord-31743c1242fb44dda117d05e25e4c380
出典データセット
uspto-grants-2015_12
特許番号
US09216980B2

反応ノート

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