Ammonia → HCID 54120358, compound

HRID 1834442Notes

Reaction equation

HRID 1834442 reaction equation
[C:1]([CH2:6][CH2:7][C:8]1[C:12]([CH3:13])=[C:11]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[NH:10][CH:9]=1)([O:3][CH2:4][CH3:5])=[O:2].I.[PH2](O)=O.[CH:23](=O)[CH2:24][CH3:25].N>Cl.O.C(O)(=O)C>[CH2:23]([C:9]1[NH:10][C:11]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[C:12]([CH3:13])[C:8]=1[CH2:7][CH2:6][C:1]([O:3][CH2:4][CH3:5])=[O:2])[CH2:24][CH3:25]

Participants

9

Reactant 5

HCID 222AmmoniaHCID 527PropanalHCID 24841Hydrogen iodideHCID 4124402Phosphinic AcidHCID 20373189HCID 20373189, compound

Product 1

HCID 54120358HCID 54120358, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

3-(2-Carbethoxy-ethyl)-4-methyl-5-carbethoxypyrrole (0.4 g (35)), 5ml of hydriodic acid, 5 ml of acetic acid, 1 ml of hypophosphorous acid and 0.23 ml of propionaldehyde were reacted as above. The solution was poured into 60 ml of water which was then brought to pH 5 with ammonia. The precipitate (of the partially hydrolyzed product) was esterified in 5 ml of 5% ethanolic HCl. The solvent was evaporated and the residue was distilled then recrystallized from pentane (0.1 g), m.p. 61.5°-63.5° C (lit. 63° - 64° C.).

Workup

  1. customThe solvent was evaporated
  2. distillationthe residue was distilled
  3. customthen recrystallized from pentane (0.1 g), m.p. 61.5°-63.5° C (lit. 63° - 64° C.)

Sources & evidence

ORD record
ord-e3aea75115234f06b9e4d55d352b6cb3
Source dataset
uspto-grants-1978_01
Patent number
US04070366

Reaction notes

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