Phosphorus oxychloride → 2-Methoxy-10-(5-methyl-1-pyrrolin-2-YL)phenoxazine

HRID 2071402

Reaction equation

HRID 2071402 reaction equation
[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:14]2[O:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[NH:6][C:5]=2[CH:4]=1.[CH3:17][CH:18]1[NH:22][C:21](=O)[CH2:20][CH2:19]1.P(Cl)(Cl)(Cl)=O>>[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:14]2[O:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[N:6]([C:21]3[CH2:20][CH2:19][CH:18]([CH3:17])[N:22]=3)[C:5]=2[CH:4]=1

Participants

4

Reactant 3

HCID 24813Phosphorus oxychlorideHCID 660555-Methyl-2-pyrrolidoneHCID 227543032-Methoxyphenoxazine

Product 1

HCID 227543102-Methoxy-10-(5-methyl-1-pyrrolin-2-YL)phenoxazine

Procedure

Reaction of 2-methoxyphenoxazine, 5-methyl-2-pyrrolidinone and phosphorus oxychloride according to the procedure of Example 1 provides the free base 2-METHOXY-10-(5-METHYL-1-PYRROLIN-2-YL)PHENOXAZINE as an oil. Conversion of the free base to the hydrochloride salt affords 2-METHOXY-10-(5-METHYL-1-PYRROLIN-2-YL)-PHENOXAZINE HYDROCHLORIDE, m.p. 223.5°-224.5° C. (dec.)(corr.), as the hemihydrate by trituration with acetone.

Sources & evidence

ORD record
ord-12417aa049bb45c387f5d8c6e59576fe
Source dataset
uspto-grants-1977_09
Patent number
US04046891

Linked notes

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