Dimethylcarbamoyl Chloride → 1-Piperidinecarboxamide, 3-amino-N,N-dimethyl-

HRID 1415569Notes

Reaction equation

C1(=O)N(C2CCCNC2)C(=O)C2=CC=CC=C12.CN(C)C(Cl)=O.[CH3:24][N:25]([CH3:45])[C:26]([N:28]1[CH2:33][CH2:32][CH2:31][CH:30]([N:34]2C(=O)C3=CC=CC=C3C2=O)[CH2:29]1)=[O:27].O.NN>>[CH3:24][N:25]([CH3:45])[C:26]([N:28]1[CH2:33][CH2:32][CH2:31][CH:30]([NH2:34])[CH2:29]1)=[O:27]

Participants

Reactant 4

HCID 6598Dimethylcarbamoyl Chloride

HCID 24654Hydrazine hydrate (1:1)

HCID 199722632-(Piperidin-3-yl)-1H-isoindole-1,3(2H)-dione

HCID 214828541-(N,N-dimethylcarbamoyl)-3-phthalimidopiperidine

Product 1

HCID 214828771-Piperidinecarboxamide, 3-amino-N,N-dimethyl-

Procedure

In addition, reacting 3-phthalimidopiperidine with N,N-dimethylcarbamoyl chloride and treating the resulting 1-(N,N-dimethylcarbamoyl)-3-phthalimidopiperidine with hydrazine hydrate gives 1-(N,N-dimethylcarbamoyl)-3-aminopiperidine. Reacting this piperidine compound with 9-acetoxyxanthene by the procedure of Example 1 gives N-[1-(N,N-dimethylcarbamoyl)-3-piperidinyl]-9-xanthenylamine.

Sources & evidence

ORD record: ord-1d273901cc1440d693e28e2ab4c0e80c
Source dataset: uspto-grants-1977_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04005208

Reaction notes

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