Phosphorus oxychloride → 10-(5,5-Dimethyl-1-pyrrolin-2-YL)phenoxazine

HRID 839370Notes

Reaction equation

HRID 839370 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][C:16]1([CH3:22])[NH:20][C:19](=O)[CH2:18][CH2:17]1.P(Cl)(Cl)(Cl)=O>>[CH3:15][C:16]1([CH3:22])[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

4

Reactant 3

HCID 24813Phosphorus oxychlorideHCID 67278PhenoxazineHCID 111262105,5-dimethylpyrrolidin-2-one

Product 1

HCID 2275426010-(5,5-Dimethyl-1-pyrrolin-2-YL)phenoxazine

Procedure

Reaction of phenoxazine, 5,5-dimethyl-2-pyrrolidinone and phosphorus oxychloride according to the procedure of Example 1 provides the free base 10-(5,5-DIMETHYL-1-PYRROLIN-2-YL)PHENOXAZINE, m.p. 148°-150° C. Conversion of the free base to the hydrochloride salt affords 10-(5,5-DIMETHYL-1-PYRROLIN-2-YL)PHENOXAZINE HYDROCHLORIDE, m.p. 239°-242.5° C. (corr.), in a 48% overall yield.

Sources & evidence

ORD record
ord-47b7413bc3094461a1dbc1d1c72a0c84
Source dataset
uspto-grants-1978_06
Patent number
US04094981

Reaction notes

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