O,O-Dipyridin-2-yl carbonothioate → 6-(Dimethylamino)-6,7-dihydro-5H-pyrido(1,2,3-de)-1.4-benzoxazin-3(2H)-one

HRID 327477Notes

Reaction equation

HRID 327477 reaction equation
N1C=CC=[CH:3][C:2]=1[O:7]C(=S)OC1C=CC=CN=1.[Na].[OH:18][C:19]1[CH:20]=[CH:21][CH:22]=[C:23]2[C:28]=1[NH:27][CH2:26][CH:25]([N:29]([CH3:31])[CH3:30])[CH2:24]2.C(N(CCC)C1CC2C(=C(N)C=CC=2)NC1)CC>>[CH3:30][N:29]([CH3:31])[CH:25]1[CH2:26][N:27]2[C:2](=[O:7])[CH2:3][O:18][C:19]3[C:28]2=[C:23]([CH:22]=[CH:21][CH:20]=3)[CH2:24]1

Participants

5

Reactant 4

HCID 719784O,O-Dipyridin-2-yl carbonothioateHCID 5360545SodiumHCID 152919501,2,3,4-tetrahydro-N3,N3-dipropyl-3,8-quinolinediamineHCID 199194861,2,3,4-tetrahydro-8-hydroxy-N,N-dimethyl-3-quinolinamine

Product 1

HCID 199193076-(Dimethylamino)-6,7-dihydro-5H-pyrido(1,2,3-de)-1.4-benzoxazin-3(2H)-one

Procedure

This compound was prepared by following the procedure of Example 56 part B, but substituting ethyl bromoacetate for di (2-pyridyl)thiocarbonate and the sodium salt of 1,2,3,4-tetrahydro-8-hydroxy-N,N-dimethyl-3-quinolinamine for 1,2,3,4-tetrahydro-N3,N3 -dipropyl-3,8-quinolinediamine.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-fb04c4b35c294851a2d2e2c2ab23edc9
Source dataset
uspto-grants-1993_12
Patent number
US05273975

Reaction notes

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