2-(1H-Pyrrol-1-Yl)Phenol → Pyrrolo[2,1-c][1,4]benzoxazine-4-acetic acid ethyl ester

HRID 259034Notes

Reaction equation

HRID 259034 reaction equation
O[C:2]1C=CC=C[C:3]=1N1C=CC=C1.ClC1C=CC(O)=C(N2C=CC=C2)C=1.Cl[C:27]1[CH:28]=[CH:29][C:30]2[O:35][C:34](C)([CH2:36][C:37]([OH:39])=[O:38])[C:33]3=[CH:41][CH:42]=[CH:43][N:32]3[C:31]=2[CH:44]=1>>[CH2:2]([O:39][C:37](=[O:38])[CH2:36][C:34]1[O:35][C:30]2[CH:29]=[CH:28][CH:27]=[CH:44][C:31]=2[N:32]2[CH2:43][CH:42]=[CH:41][C:33]=12)[CH3:3]

Participants

4

Reactant 3

HCID 7123342-(1H-Pyrrol-1-Yl)PhenolHCID 10058445Phenol, 4-chloro-2-(1H-pyrrol-1-yl)-HCID 123406358-chloro-4-methyl-4H-pyrrolo[2,1-c][1,4]-benzoxazine-4-acetic acid

Product 1

HCID 54560571Pyrrolo[2,1-c][1,4]benzoxazine-4-acetic acid ethyl ester

Procedure

In the same manner but replacing N-(2-hydroxyphenyl)pyrrole with an equivalent amount of N-(5-chloro-2-hydroxyphenyl)pyrrole, described in Example 1, 8-chloro-4-methyl-4H-pyrrolo[2,1-c][1,4]-benzoxazine-4-acetic acid, νmaxCHCl3 2,900 - 2,500, 1,728, 1,498, 1,445 cm-1, is obtained via the intermediate ester, 8-chloro-4-methyl-4H-, pyrrolo[2,1-c][1,4]benzoxazine-4-acetic acid ethyl ester, νmaxCHCl3 1,732 cm-1.

Sources & evidence

ORD record
ord-340c99e13fab4a5491ebe85f9fca6cb2
Source dataset
uspto-grants-1977_07
Patent number
US04035495

Reaction notes

Loading…