Ammonia → HCID 21915272, compound

HRID 2117855Notes

Reaction equation

HRID 2117855 reaction equation
[ClH:1].[C:2]([NH:5][C:6]1[S:7][CH:8]=[C:9]([CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([C:19](=[NH:23])OCC)=[CH:15][CH:14]=2)[N:10]=1)(=[O:4])[CH3:3].[Cl-].[NH4+:25].N>C(O)C.CO>[ClH:1].[NH2:25][C:19](=[NH:23])[C:16]1[CH:15]=[CH:14][C:13]([CH2:12][CH2:11][C:9]2[N:10]=[C:6]([NH:5][C:2](=[O:4])[CH3:3])[S:7][CH:8]=2)=[CH:18][CH:17]=1

Participants

6

Reactant 3

HCID 222AmmoniaHCID 25517Ammonium ChlorideHCID 21915210HCID 21915210, compound

Product 1

HCID 21915272HCID 21915272, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

Ethyl 4-{2-[2-(acetylamino)-1,3-thiazol-4-yl]ethyl}benzenecarboximidoate hydrochloride (300 mg) was dissolved in ethanol (6 ml). Then ammonium chloride (68 mg) and ammonia in methanol (1 ml) were added to the solution. The reaction mixture was refluxed for 5 hours under nitrogen atmosphere. After cooled to room temperature, the suspension was filtered in vacuo. The filtrate was concentrated in vacuo, and the residue was solidified with ethanol/diethyl ether to give N-[4-(2-{4-[amino(imino)methyl]phenyl}ethyl)-1,3-thiazol-2-yl]acetamide hydrochloride (234 mg) as a colorless solid.

Workup

  1. temperatureThe reaction mixture was refluxed for 5 hours under nitrogen atmosphere
  2. filtrationthe suspension was filtered in vacuo
  3. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-3dfd7faa38184e03bc9bb81d057f85fd
Source dataset
uspto-grants-2008_10
Patent number
US07442715B2

Reaction notes

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