Hydrochloric Acid → 1-(3'-Acetamino-phenyl)-2-amino-propane hydrochloride

HRID 597725Notes

Reaction equation

HRID 597725 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH2:8][CH:9]([NH2:11])[CH3:10])[CH:5]=[CH:6][CH:7]=1.[ClH:12].Cl.NC1C=C(CC(N)C)C=CC=1.[C:25](OC(=O)C)(=[O:27])[CH3:26]>C(O)(=O)C>[ClH:12].[NH:1]([C:2]1[CH:3]=[C:4]([CH2:8][CH:9]([NH2:11])[CH3:10])[CH:5]=[CH:6][CH:7]=1)[C:25]([CH3:26])=[O:27]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 204423703-(2-Aminopropyl)anilineHCID 214462191-(3'-Amino-phenyl)-2-amino-propane monohydrochloride

Product 1

HCID 214462081-(3'-Acetamino-phenyl)-2-amino-propane hydrochloride

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

15 gm of 1-(3'-amino-phenyl)-2-amino-propane were dissolved in glacial acetic acid, and ethereal hydrochloric acid was added to the solution. The resulting solution of 1-(3'-amino-phenyl)-2-amino-propane monohydrochloride was admixed with 15 ml of acetic acid anhydride, and the mixture was stirred for 10 minutes at room temperature. Thereafter, the reaction mixture was evaporated in a water aspirator vacuum, whereupon 1-(3'-acetamino-phenyl)-2-amino-propane hydrochloride crystallized out. Recrystallized from ethanol, the product had a melting point of 181°-183° C.

Workup

  1. customThereafter, the reaction mixture was evaporated in a water
  2. customwhereupon 1-(3'-acetamino-phenyl)-2-amino-propane hydrochloride crystallized out
  3. customRecrystallized from ethanol

Sources & evidence

ORD record
ord-78fb070d71b24db581d9b9f315622885
Source dataset
uspto-grants-1977_03
Patent number
US04015011

Reaction notes

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