1,2-Dichloroethane → HCID 68695530, compound

HRID 2236670Notes

Reaction equation

HRID 2236670 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[C:5]([OH:7])=O.[C:13]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])(=[O:16])[NH:14][NH2:15].C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.CN1CCOCC1>O1CCCC1>[C:18]([O:17][C:13]([NH:14][NH:15][C:5](=[O:7])[C:4]1[CH:8]=[CH:9][C:10]([O:11][CH3:12])=[C:2]([OH:1])[CH:3]=1)=[O:16])([CH3:21])([CH3:20])[CH3:19]

Participants

7

Reactant 5

HCID 111,2-DichloroethaneHCID 79724-MethylmorpholineHCID 12575Isovanillic AcidHCID 70091tert-Butyl carbazateHCID 757711-Hydroxybenzotriazole

Product 1

HCID 68695530HCID 68695530, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-Hydroxy-4-methoxybenzoic acid (1.0 g, 5.9 mmol) is coupled to tert-butyl carbazate (0.94 g, 7.1 mmol) using EDC (2.3 g, 12 mmol), HOBT (1.6 g, 15 mmol), and NMM (1.6 mL, 15 mmol) in tetrahydrofuran (30 mL). Following an aqueous work-up, the crude product is purified by reverse-phase high performance liquid chromatography to give N′-(3-hydroxy-4-methoxy-benzoyl)-hydrazinecarboxylic acid tert-butyl ester.

Workup

  1. customthe crude product is purified by reverse-phase high performance liquid chromatography

Sources & evidence

ORD record
ord-7898e9531e5c4f76904c74e71442aec5
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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