Ammonia → HCID 70042202, compound

HRID 1253371Notes

Reaction equation

HRID 1253371 reaction equation
[CH2:1]([N:4]1[C@H:18]2[C:8]([C:9]3[CH:10]=[CH:11][CH:12]=[C:13]4[C:19]=3[C:16]([CH2:17]2)=[CH:15][NH:14]4)=[CH:7][C@@H:6]([C:20]([OH:22])=O)[CH2:5]1)[CH2:2][CH3:3].[NH3:23]>C(O)CO>[CH2:1]([N:4]1[C@H:18]2[C:8]([C:9]3[CH:10]=[CH:11][CH:12]=[C:13]4[C:19]=3[C:16]([CH2:17]2)=[CH:15][NH:14]4)=[CH:7][C@H:6]([C:20]([NH2:23])=[O:22])[CH2:5]1)[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86742202HCID 86742202, compound

Product 1

HCID 70042202HCID 70042202, compound

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

By allowing 3.1 g of the methyl ester of 9,10-didehydro-6-n-propyl-8β-ergoline carboxylic acid to stand in a solution of ammonia in ethylene glycol, a mixture of the isomeric amides is obtained; chromatographic separation of the reaction product yields 1.2 g of 9,10-didehydro-6-n-propyl-8α-ergoline carboxylic acid amide. [α]D25 =+297°; c=0.5 (pyridine).

Workup

  1. customis obtained
  2. customchromatographic separation of the reaction product

Sources & evidence

ORD record
ord-6e913028959e4be5bf1ca320ed6711ea
Source dataset
uspto-grants-1988_05
Patent number
US04748248

Reaction notes

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