Sodium Hydroxide → HCID 178435024, compound

HRID 1975913Notes

Reaction equation

HRID 1975913 reaction equation
[C:1]([C:3]1[C:11]2[S:10](=[O:13])(=[O:12])[N:9]=[C:8]([NH:14][CH:15]([CH3:17])[CH3:16])[N:7](C(OCC)=O)[C:6]=2[S:5][C:4]=1[CH3:23])#[N:2].[OH-].[Na+]>>[C:1]([C:3]1[C:11]2[S:10](=[O:13])(=[O:12])[N:9]=[C:8]([NH:14][CH:15]([CH3:16])[CH3:17])[NH:7][C:6]=2[S:5][C:4]=1[CH3:23])#[N:2]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 178473407HCID 178473407, compound

Product 1

HCID 178435024HCID 178435024, compound

Procedure

A mixture of ethyl 7-cyano-3-isopropylamino-6-methyl-4H-thieno[2,3-e]-1,2,4-thiadiazine-4-carboxylate 1,1-dioxide (0.15 g) and 5 ml of 1 M aqueous sodium hydroxide was stirred at room temperature for 1 h. Then the mixture was filtered and pH was adjusted to 1-2 by dropwise addition of 4M hydrochloric acid. After stirring for 30 min the precipitate was filtered off, rinsed with a small amount of water and dried to give the title compound; m.p. m.p. 235-238° C.; 1H-NMR (DMSO-d6) δ(ppm): 11.35 (s, 1H, NH), 7.55 (br d, 1H, NH), 3.98-3.77 (m, 1H, CH), 2.50 (s, 1H, CH3), 1.15 (d, 6H, CH3).

Workup

  1. filtrationThen the mixture was filtered
  2. additionpH was adjusted to 1-2 by dropwise addition of 4M hydrochloric acid
  3. stirringAfter stirring for 30 min the precipitate
  4. filtrationwas filtered off
  5. washrinsed with a small amount of water
  6. customdried

Sources & evidence

ORD record
ord-59e80ac0bf9d496ea2e4bb52a08f5f51
Source dataset
uspto-grants-2001_05
Patent number
US06225310B1

Reaction notes

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