Calcium Chloride → HCID 89501193, compound

HRID 64140Notes

Reaction equation

HRID 64140 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[CH:10]=[C:11]([NH:20][C:21](=[O:23])[CH3:22])[CH:12]=[C:13]([N:15]3[CH:19]=[N:18][CH:17]=[N:16]3)[CH:14]=2)=[C:4]([N+:24]([O-])=O)[CH:3]=1.[Cl-].[Ca+2].[Cl-]>C(O)C.[Fe]>[NH2:24][C:4]1[CH:3]=[C:2]([Br:1])[CH:7]=[CH:6][C:5]=1[NH:8][C:9]1[CH:10]=[C:11]([NH:20][C:21](=[O:23])[CH3:22])[CH:12]=[C:13]([N:15]2[CH:19]=[N:18][CH:17]=[N:16]2)[CH:14]=1

Participants

5

Reactant 2

HCID 5284359Calcium ChlorideHCID 89500098HCID 89500098, compound

Product 1

HCID 89501193HCID 89501193, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of the compound of Example 155(c) N-(3-(4-bromo-2-nitro-phenylamino)-5-(1H-1,2,4-triazol-1-yl)phenyl)acetamide (5.2 g, 12.5 mmol) in ethanol (100 ml) were added calcium chloride (2.78 g, 25 mmol, 2 eq.) and iron powder (1.3 g, 25 mmol, 2 eq.) and the mixture was heated at 100° C. for 4 h and filtered. The filtrate was diluted with water and extracted as in Example 1(d). The solvent was distilled off and the crude residue was directly used for the next step.

Workup

  1. filtrationfiltered
  2. additionThe filtrate was diluted with water
  3. extractionextracted as in Example 1(d)
  4. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-03170a056cb542a887399f8eb3dd5118
Source dataset
uspto-grants-2016_09
Patent number
US09447091B2

Reaction notes

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