Ammonia → HCID 53915086, compound

HRID 1389129Notes

Reaction equation

HRID 1389129 reaction equation
[CH:1]1(/[CH:4]=[CH:5]/[C:6]2[NH:7][CH:8]=[CH:9][CH:10]=2)[CH2:3][CH2:2]1.O.[C:12]([OH:16])(=[O:15])[CH:13]=O.[NH3:17].Cl>>[CH:1]1([CH:4]=[CH:5][C:6]2[NH:7][C:8]([CH:13]([C:12]([OH:16])=[O:15])[NH2:17])=[CH:9][CH:10]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 15620607Glyoxylic acid, monohydrateHCID 20298259HCID 20298259, compound

Product 1

HCID 53915086HCID 53915086, compound

Procedure

cis-/trans-2-(2-Cyclopropylvinyl)pyrrole (3.0 g., 0.023 mole) was added to a stirred solution of glyoxylic acid hydrate (2.1 g., 0.023 mole) in 0.880 (sp. gr.) ammonia solution (15 ml.) and the reaction mixture heated at 60° for 2.5 hours, then allowed to cool. The pH was adjusted to 5-6 with concentrated hydrochloric acid, and the mixture was then filtered. The resulting solid was washed with water, acetone and diethyl ether, and dried under vacuum to provide DL-2-[5-(2-cyclopropylvinyl)-2-pyrrolyl]glycine as a pink solid (1.2 g.), M.P. 275°.

Workup

  1. temperaturethe reaction mixture heated at 60° for 2.5 hours
  2. temperatureto cool
  3. filtrationthe mixture was then filtered
  4. washThe resulting solid was washed with water, acetone and diethyl ether
  5. customdried under vacuum

Sources & evidence

ORD record
ord-00ab5c9c696245689bd05bf72825c076
Source dataset
uspto-grants-1981_01
Patent number
US04243672

Reaction notes

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