1-benzyl-1H-thieno[2,3-d][1,3]oxazine-2,4-dione → 1-benzyl-5-methyl-1H-thieno[2,3-d][1,3]oxazine-2,4-dione

HRID 902523Notes

Reaction equation

HRID 902523 reaction equation
[CH3:1][C:2]1[C:10]2[C:9](=[O:11])[O:8][C:7](=[O:12])[NH:6][C:5]=2[S:4][CH:3]=1.[CH2:13](N1C2SC=CC=2C(=O)OC1=O)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[CH2:13]([N:6]1[C:5]2[S:4][CH:3]=[C:2]([CH3:1])[C:10]=2[C:9](=[O:11])[O:8][C:7]1=[O:12])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 110434681-benzyl-1H-thieno[2,3-d][1,3]oxazine-2,4-dioneHCID 587883805-Methyl-2h-thieno[2,3-d][1,3]oxazine-2,4(1h)-dione

Product 1

HCID 597020581-benzyl-5-methyl-1H-thieno[2,3-d][1,3]oxazine-2,4-dione

Procedure

This compound was prepared from 5-methyl-1H-thieno[2,3-d][1,3]oxazine-2,4-dione (57) by applying the same method as described for the preparation of 1-benzyl-1H-thieno[2,3-d][1,3]oxazine-2,4-dione (58). Yield 4.2 g (56%); MP 183° C. 1H-NMR (DMSO-d6) δ 2.31 (s, 3H), 5.10 (s, 2H), 6.85 (s, 1H), 7.37 (m, 5H) ppm; EIMS m/z 274 (M+1).

Sources & evidence

ORD record
ord-78fde24e04c94206bda97f2124eb0f98
Source dataset
uspto-grants-2008_04
Patent number
US07365200B2

Reaction notes

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