Hydroxylamine HCl → HCID 57749222, compound

HRID 1874415Notes

Reaction equation

HRID 1874415 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:15]=[CH:16][CH:17]=1)[O:7][C:8]1[CH:9]=[CH:10][C:11]([NH2:14])=[N:12][CH:13]=1)([O-:3])=[O:2].[N:18]([C:21](OCC)=O)=C=S.[Cl-].O[NH3+].C([N:32](CC)C(C)C)(C)C>CO.C(O)C.CS(C)=O>[N+:1]([C:4]1[CH:5]=[C:6]([CH:15]=[CH:16][CH:17]=1)[O:7][C:8]1[CH:9]=[CH:10][C:11]2[N:12]([N:32]=[C:21]([NH2:18])[N:14]=2)[CH:13]=1)([O-:3])=[O:2]

Participants

8

Reactant 4

HCID 21645Hydroxylamine HClHCID 81531DiisopropylethylamineHCID 85320Ethyl isothiocyanatoformateHCID 57749238HCID 57749238, compound

Product 1

HCID 57749222HCID 57749222, compoundYield 96.3%

Reagents, catalysts & solvents 3

HCID 679Dimethyl SulfoxideSolventHCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

In the same manner as in Example 17-1 and using 5-(3-nitrophenoxy)pyridin-2-amine (3.10 g, 13.4 mmol), ethyl isothiocyanatoformate (2.29 g, 17.4 mmol), hydroxylammonium chloride (4.00 g, 57.6 mmol), N,N-diisopropylethylamine (7.20 mL, 41.3 mmol), DMSO (20 mL), ethanol (25 mL) and methanol (25 mL) as starting materials, the title compound (3.50 g, 96%) was obtained as a white solid.

Sources & evidence

ORD record
ord-13187a15c1054f038f9559ff8efab570
Source dataset
uspto-grants-2012_11
Patent number
US08304557B2

Reaction notes

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