Aniline → 1-Phenyl-3-propylurea

Reaction equation

[C:1]([C:5]1ON=[C:7]([C:10]([NH2:12])=O)[CH:6]=1)([CH3:4])(C)C.CN.[C:15](N)(=[O:19])CCC.[NH2:21][C:22]1C=CC=[CH:24][CH:23]=1>>[CH2:22]([NH:21][C:15]([NH:12][C:10]1[CH:4]=[CH:1][CH:5]=[CH:6][CH:7]=1)=[O:19])[CH2:23][CH3:24]

Participants

Reactant 4

HCID 6115Aniline

HCID 6329Methylamine

HCID 10927Butyramide

HCID 133095915-tert-Butyl-1,2-oxazole-3-carboxamide

Product 1

HCID 36041381-Phenyl-3-propylureaYield 46.7%

Procedure

The procedures of Example 1 were repeated except that 5-t-butyl-3-isoxazolylcarboxamide and methylamine were replaced with n-butyramide and aniline, respectively, to give N-propyl-N'-phenylurea in 46.70% yield.

Sources & evidence

ORD record: ord-75f1682eb4724e5da614d674f2c51ed4
Source dataset: uspto-grants-1985_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04514571

Reaction notes

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