Hydrochloric Acid → HCID 58485341, compound

HRID 1046089Notes

Reaction equation

HRID 1046089 reaction equation
[C:1](/[CH:3]=[C:4](\[O-])/[C:5]([O:7][CH2:8][CH3:9])=[O:6])#[N:2].[Na+].Cl.[NH:13]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[NH2:14]>C(Cl)(Cl)Cl.C(OCC)C>[NH2:2][C:1]1[CH:3]=[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[N:13]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[N:14]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 70091tert-Butyl carbazateHCID 23676345HCID 23676345, compound

Product 1

HCID 58485341HCID 58485341, compoundYield 53.5%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6212ChloroformSolvent

Procedure

To a suspension of sodium (Z)-1-cyano-3-ethoxy-3-oxoprop-1-en-2-olate (1.44 g, 8.78 mmol) in CHCl3 (80 mL) was added HCl (5 mL) in ethyl ether. t-butyl hydrazinecarboxylate (1.16 g, 8.78 mmol) was added, the mixture was stirred for 24 h at rt, the precipitate was removed by filtration, and the filtrate was concentrated to give 1-tert-butyl 5-ethyl 3-amino-1H-pyrazole-1,5-dicarboxylate (1.2 g, 37%), which was purified by preparative TLC. 1H NMR: δ 1.34 (m, 3H), 1.66 (s, 9H), 4.36 (m, 2H), 5.84 (s, 1H),

Workup

  1. customthe precipitate was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-b80a58a766bc452f9dd41bf33e96fa92
Source dataset
uspto-grants-2013_10
Patent number
US08569292B2

Reaction notes

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