2-Pyrrolidone → 2-Chloro-10-(1-pyrrolin-2-YL)phenoxazine

HRID 839374

Reaction equation

HRID 839374 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:13]2[O:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[NH:5][C:4]=2[CH:3]=1.[NH:16]1[CH2:20][CH2:19][CH2:18][C:17]1=O.P(Cl)(Cl)(Cl)=O>>[Cl:1][C:2]1[CH:15]=[CH:14][C:13]2[O:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]([C:17]3[CH2:18][CH2:19][CH2:20][N:16]=3)[C:4]=2[CH:3]=1

Participants

4

Reactant 3

HCID 120252-PyrrolidoneHCID 24813Phosphorus oxychlorideHCID 106325802-Chlorophenoxazine

Product 1

HCID 227543172-Chloro-10-(1-pyrrolin-2-YL)phenoxazine

Procedure

Reaction of 2-chlorophenoxazine, 2-pyrrolidinone, and phosphorus oxychloride according to the procedure of Example 1 provides the free base 2-CHLORO-10-(1-PYRROLIN-2-YL)PHENOXAZINE as a distillable oil, b.p. 150°-165° C. at 0.1 mm Hg. Conversion of the free base to the hydrochloride salt affords 2-CHLORO-10-(1-PYRROLIN-2-YL)PHENOXAZINE HYDROCHLORIDE, m.p. 209.5°-213.5° C. (corr.), in a 40% overall yield.

Sources & evidence

ORD record
ord-33a7245c1104466aa64dcebe1f650e7f
Source dataset
uspto-grants-1978_06
Patent number
US04094981

Linked notes

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