Ammonium Chloride → HCID 67411117, compound

HRID 1045392Notes

Reaction equation

HRID 1045392 reaction equation
[C:1]([C:9]1[CH:13]=[CH:12][S:11][C:10]=1[NH:14][C:15](=[O:20])[C:16](Br)([CH3:18])[CH3:17])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N-:21]=[N+]=[N-].[Na+].[N-]=[N+]=[N-].[Cl-].[NH4+]>C(O)C.[Zn]>[NH2:21][C:16]([CH3:18])([CH3:17])[C:15]([NH:14][C:10]1[S:11][CH:12]=[CH:13][C:9]=1[C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:20]

Participants

7

Reactant 4

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 33558AzideHCID 674118463-Benzoyl-2-(2-bromo-2-methylpropanoylamino)-thiophene

Product 1

HCID 67411117HCID 67411117, compoundYield 65%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 702EthanolSolvent2×

Procedure

3.4 g of the compound of Example 1 was boiled with sodium azide in ethanol under reflux. The crude azide was directly reduced with zinc and ammonium chloride in boiling ethanol to give 65% of the title compound.

Workup

  1. temperatureunder reflux

Sources & evidence

ORD record
ord-e4f7f6edef2f428f818ba708b14fe810
Source dataset
uspto-grants-2013_10
Patent number
US08569288B2

Reaction notes

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