Mucochloric Acid → HCID 53353682, compound

HRID 2174528Notes

Reaction equation

HRID 2174528 reaction equation
[CH3:1][C:2]1([CH3:19])[CH2:7][C:6]([CH3:9])([CH3:8])[CH2:5][CH:4]([NH:10][NH:11][C:12](OC(C)(C)C)=O)[CH2:3]1.[C:20](O)(=[O:27])/[C:21](=[C:23](\C=O)/[Cl:24])/[Cl:22]>Cl.O>[Cl:22][C:21]1[C:20](=[O:27])[N:10]([CH:4]2[CH2:5][C:6]([CH3:8])([CH3:9])[CH2:7][C:2]([CH3:1])([CH3:19])[CH2:3]2)[N:11]=[CH:12][C:23]=1[Cl:24]

Participants

5

Reactant 2

HCID 2771871Mucochloric AcidHCID 67365815HCID 67365815, compound

Product 1

HCID 53353682HCID 53353682, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

t-Butyl N′-(3,3,5,5-Tetramethylcyclohexyl)hydrazine carboxylate (5.0 g, 0.0194 moles) was suspended in 6M hydrochloric acid (375 mL) and mucochloric acid (3.28 g, 0.0194 moles) was added. Heated to reflux with stirring overnight and allowed to cool. Diluted with water and filtered off the product as a grey solid. Dried in a desiccator over phosphorus pentoxide. (4.89 g, 83%). 1H NMR (300 MHz CDCl3) 7.8 (s, 1H), 5.25 (m, 1H), 1.55 (m, 4H), 1.3 (m, 1H), 1.15 (m, 1H), 1.15 (s, 6H), 0.95 (s, 6H).

Workup

  1. temperatureHeated
  2. temperatureto reflux
  3. temperatureto cool
  4. filtrationfiltered off the product as a grey solid
  5. dry with materialDried in a desiccator over phosphorus pentoxide

Sources & evidence

ORD record
ord-bbd7a88fc7b544e78fdafd5ff193c586
Source dataset
uspto-grants-2015_06
Patent number
US09062004B2

Reaction notes

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