5-Methyl-2-pyrrolidone → 10-(2-Methyl-3,4-dihydro-2H-pyrrol-5-yl)-10H-phenoxazine

HRID 1657786Notes

Reaction equation

HRID 1657786 reaction equation
[CH:1]1[C:14]2[NH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[O:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[CH3:15][CH:16]1[NH:20][C:19](=O)[CH2:18][CH2:17]1>>[CH3:15][CH:16]1[N:20]=[C:19]([N:13]2[C:14]3[CH:1]=[CH:2][CH:3]=[CH:4][C:5]=3[O:6][C:7]3[C:12]2=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH2:18][CH2:17]1

Participants

3

Reactant 2

HCID 660555-Methyl-2-pyrrolidoneHCID 67278Phenoxazine

Product 1

HCID 2275425510-(2-Methyl-3,4-dihydro-2H-pyrrol-5-yl)-10H-phenoxazine

Procedure

Reaction of phenoxazine with 5-methyl-2-pyrrolidinone according to the procedure of Example 1 affords the free base 10-(5-METHYL-1-PYRROLIN-2-YL)PHENOXAZINE, m.p. 135°-137°C., from n-heptane. Conversion of the free base to the hydrochloride salt provides 10-(5-METHYL-1-PYRROLIN-2-YL)PHENOXAZINE HYDROCHLORIDE, m.p. 229.5°-236.0°C. (dec.) (corr.), in a 57% overall yield.

Sources & evidence

ORD record
ord-7f24b92ff2eb49ec8c726b564d82cd20
Source dataset
uspto-grants-1976_06
Patent number
US03962252

Reaction notes

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