Ammonium Chloride → HCID 69607391, compound

HRID 1244138Notes

Reaction equation

HRID 1244138 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:10]([C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][CH:12]=2)=[C:9]([Cl:20])[S:8][C:7]=1[NH:21][C:22](=[O:26])[CH2:23][C:24]#[N:25])=[O:5])[CH3:2].[NH4+].[Cl-]>CCO.O.[Fe]>[CH2:1]([O:3][C:4]([C:6]1[C:10]([C:11]2[CH:12]=[CH:13][C:14]([NH2:17])=[CH:15][CH:16]=2)=[C:9]([Cl:20])[S:8][C:7]=1[NH:21][C:22](=[O:26])[CH2:23][C:24]#[N:25])=[O:5])[CH3:2]

Participants

6

Reactant 2

HCID 25517Ammonium ChlorideHCID 69607344HCID 69607344, compound

Product 1

HCID 69607391HCID 69607391, compound

Reagents, catalysts & solvents 3

HCID 23925IronCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of 2-(2-cyano-acetylamino)-4-(4-nitrophenyl)-5-chloro-thiophene-3-carboxylic acid ethyl ester (1.00 g, 2.54 mmol), Fe (432 mg, 7.71 mmol), and NH4Cl (110 mg, 2.03 mmol) in EtOH (20 mL) and H2O (10 mL) was heated to 85 C for 2 h. The reaction was cooled to room temperature and filtered through a plug of celite, eluting with hot MeOH. The eluent was concentrated under reduced pressure to give a solid that was used in the next step without further purification. MS (ESI) m/e 362 (M−H)−.

Workup

  1. temperaturewas heated to 85 C for 2 h
  2. filtrationfiltered through a plug of celite
  3. washeluting with hot MeOH
  4. concentrationThe eluent was concentrated under reduced pressure
  5. customto give a solid that
  6. customwas used in the next step without further purification

Sources & evidence

ORD record
ord-e73084b6616448d38f808d5395bca157
Source dataset
uspto-grants-2006_10
Patent number
US07119205B2

Reaction notes

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