Sulfamic Acid → HCID 22103717, compound

HRID 1457188Notes

Reaction equation

HRID 1457188 reaction equation
[CH3:1][C:2]1[C:6]([CH3:7])=[C:5]([N:8]([CH2:32][O:33][CH2:34][CH2:35][O:36][CH3:37])[S:9]([C:12]2[C:13]([C:18]3[CH:23]=[CH:22][C:21]([C:24]4[O:25][CH:26]=[CH:27][N:28]=4)=[CH:20][C:19]=3[CH2:29][CH:30]=[O:31])=[CH:14][CH:15]=[CH:16][CH:17]=2)(=[O:11])=[O:10])[O:4][N:3]=1.NS(O)(=O)=[O:40].[O-]Cl=O.[Na+].ClCl>C1COCC1.O>[CH3:1][C:2]1[C:6]([CH3:7])=[C:5]([N:8]([CH2:32][O:33][CH2:34][CH2:35][O:36][CH3:37])[S:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[C:18]2[C:19]([CH2:29][C:30]([OH:40])=[O:31])=[CH:20][C:21]([C:24]3[O:25][CH:26]=[CH:27][N:28]=3)=[CH:22][CH:23]=2)(=[O:11])=[O:10])[O:4][N:3]=1

Participants

7

Reactant 4

HCID 5987Sulfamic AcidHCID 24526ChlorineHCID 22103682HCID 22103682, compoundHCID 23668197Sodium Chlorite

Product 1

HCID 22103717HCID 22103717, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To the title compound of Step (B) (300 mg, 0.57 mmol) and H2NSO3H (111 mg, 1.14 mmol) in 11.4 ml THF at 0° C., an ice cooled solution of NaClO2 (103 mg, 1.14 mmol) in 11.4 ml H2O was added. The mixture was stirred at 0° C. for 2 min. 60 ml CH2 Cl2 was added. The organic layer was separated and washed with H2O and brine, dried and concentrated to afford the title compound of this step, which was relatively pure and was used in the next step without further purification.

Workup

  1. customThe organic layer was separated
  2. washwashed with H2O and brine
  3. customdried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-db71037445024b9d9f62519b070c7cb9
Source dataset
uspto-grants-1998_12
Patent number
US05846990

Reaction notes

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