HCID 86607099, compound → 2-Amino-4-methyl-thiazole-5-sulfonic acid bis-(2-hydroxy-ethyl)-amide
Reaction equation
[OH:1][CH2:2][CH2:3][N:4]([CH2:18][CH2:19][OH:20])[S:5]([C:8]1[S:12][C:11]([NH:13]C(=O)C)=[N:10][C:9]=1[CH3:17])(=[O:7])=[O:6]>Cl>[OH:1][CH2:2][CH2:3][N:4]([CH2:18][CH2:19][OH:20])[S:5]([C:8]1[S:12][C:11]([NH2:13])=[N:10][C:9]=1[CH3:17])(=[O:6])=[O:7]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
A stirred suspension of 2-acetamido-4-methyl-thiazole-5-sulfonic acid bis-(2-hydroxy-ethyl)-amide (0.7 g, 2.16 mmol) in 6N hydrochloric acid (8 ml) was heated for 2 h at 80° C., evaporated., and saturated NaHCO3 solution (50 ml) was added. The mixture was extracted with ethyl acetate (3×50 ml), the combined organic layers washed with brine (30 ml) and dried (MgSO4). The crude product was further purified by crystallization (hexane) to yield the title compound (0.45 g, 74%) as a white solid. MS (ISP) 281.9 [(M+H)+]; mp 141° C.
Workup
- customevaporated
- addition, and saturated NaHCO3 solution (50 ml) was added
- extractionThe mixture was extracted with ethyl acetate (3×50 ml)
- washthe combined organic layers washed with brine (30 ml)
- dry with materialdried (MgSO4)
- customThe crude product was further purified by crystallization (hexane)
Sources & evidence
- ORD record
- ord-23096911178748d3a6a221377119c680
- Source dataset
- uspto-grants-2008_04
- Patent number
- US07361659B2
Reaction notes
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