Phenyl isocyanate → HCID 178512602, compound

HRID 12069Notes

Reaction equation

HRID 12069 reaction equation
C(N(C(C)C)CC)(C)C.[C:10]1([N:16]=[C:17]=[O:18])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.Cl.Cl.[N:21]1[C:29]2[CH2:28][CH2:27][NH:26][CH2:25][C:24]=2[S:23][C:22]=1[NH:30][C:31]([NH2:33])=[NH:32].C(=O)([O-])[O-].[Na+].[Na+]>CN(C)C=O>[C:10]1([NH:16][C:17]([N:26]2[CH2:27][CH2:28][C:29]3[N:21]=[C:22]([NH:30][C:31]([NH2:33])=[NH:32])[S:23][C:24]=3[CH2:25]2)=[O:18])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

6

Reactant 4

HCID 7672Phenyl isocyanateHCID 10340Sodium CarbonateHCID 81531DiisopropylethylamineHCID 178478794HCID 178478794, compound

Product 1

HCID 178512602HCID 178512602, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Diisopropylethylamine (0.2 mmol) and, after 5 min, phenyl isocyanate (0.11 mmol) are added to a suspension of N-(4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridine-2-yl)-guanidine dihydrochloride (0.1 mmol) in dimethylformamide (0.5 ml). The reaction mixture is stirred for another 3 hours at room temperature. Then saturated aqueous sodium carbonate solution is added and extraction is carried out with ethyl acetate. The pure title compound is obtained after drying of the combined organic phases over sodium sulphate and removal of the solvent in a vacuum.

Workup

  1. extractionextraction

Sources & evidence

ORD record
ord-878a69e41b514e08afeac88bdd502b76
Source dataset
uspto-grants-2010_06
Patent number
US07727979B2

Reaction notes

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