Urea → 5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one

HRID 1995427Notes

Reaction equation

HRID 1995427 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[OH:11].N[C:13](N)=[O:14]>>[N+:8]([C:6]1[CH:5]=[CH:4][C:3]2[O:11][C:13](=[O:14])[NH:1][C:2]=2[CH:7]=1)([O-:10])=[O:9]

Participants

3

Procedure

This was prepared in a similar manner as the 5-chloro-2-hydroxyphenyl analogue, by fusing 2-amino-4-nitrophenol and urea to form 5-nitrobenzoxazolinone (m.pt. 215° C. after recrystallisation from acetone), and then heating with alcoholic dimethylamine as above: it was not recrystallised.

Sources & evidence

ORD record
ord-795c4012415748569c7f9473bd2be95b
Source dataset
uspto-grants-1983_09
Patent number
US04404356

Reaction notes

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