Hydrochloric Acid → (3-morpholin-4-yl-phenyl)-hydrazine 3 HCl salt

HRID 1179209Notes

Reaction equation

HRID 1179209 reaction equation
C(OC([N:8]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[CH:11]=1)[NH2:9])=O)(C)(C)C.[ClH:22]>CO.O1CCOCC1>[ClH:22].[ClH:22].[ClH:22].[N:16]1([C:12]2[CH:11]=[C:10]([NH:8][NH2:9])[CH:15]=[CH:14][CH:13]=2)[CH2:17][CH2:18][O:19][CH2:20][CH2:21]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58977018N-(3-morpholin-4-yl-phenyl)-hydrazinecarboxylic acid tert-butyl ester

Product 1

HCID 131726627(3-morpholin-4-yl-phenyl)-hydrazine 3 HCl saltYield 100%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of N-(3-morpholin-4-yl-phenyl)-hydrazinecarboxylic acid tert-butyl ester (468 mg, 1.60 mmol) in methanol (20 mL) was added a solution of 4 N HCl in dioxane (10 mL). The mixture was stirred at room temperature overnight, then concentrated to give (3-morpholin-4-yl-phenyl)-hydrazine 3 HCl salt (484 mg, 100%) as a yellow solid. MS (ES+): m/z=194.1; 1H NMR (CD3OD, 500 MHz): δ 3.60-3.71 (m, 4H), 4.06-4.15 (m, 4H), 7.06 (d, 1H), 7.26-7.35 (m, 2H), 7.50-7.58 (m, 1H).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-28f1452ae0154b7d85b89a7e0b826b1c
Source dataset
uspto-grants-2007_10
Patent number
US07279469B2

Reaction notes

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