Sulfamic Acid → HCID 21105702, compound

HRID 1354378Notes

Reaction equation

HRID 1354378 reaction equation
[CH3:1][O:2][C:3]1[C:11]2[C:10]3[CH:12]=[CH:13][CH:14]=[C:15]([NH:16][C:17](=[O:19])[CH3:18])[C:9]=3[S:8][C:7]=2[C:6]([CH:20]=[O:21])=[CH:5][CH:4]=1.S(=O)(=O)([OH:24])N.Cl([O-])=O.[Na+]>C1COCC1.O>[CH3:1][O:2][C:3]1[C:11]2[C:10]3[CH:12]=[CH:13][CH:14]=[C:15]([NH:16][C:17](=[O:19])[CH3:18])[C:9]=3[S:8][C:7]=2[C:6]([C:20]([OH:24])=[O:21])=[CH:5][CH:4]=1

Participants

6

Reactant 3

HCID 5987Sulfamic AcidHCID 21105701HCID 21105701, compoundHCID 23668197Sodium Chlorite

Product 1

HCID 21105702HCID 21105702, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent3×HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
10 °C

Procedure

To a solution of 1-methoxy-6-acetamido dibenzo[b,d]thiophene-4-carbaldehyde (800 mg, 0.00266 mol) in THF(15 ml) and water(2 ml) was added sulfamic acid (387 mg, 0.004 mmol) while stirring at 10° C. A solution of 80% sodium chlorite (360 mg, 0.004 mmol) in water (2.0 mL) was added drop wise to the above reaction mixture over a period of 5 min and was allowed to stir at 110° C. for additional 30 min. Water (150 ml) was added to obtain a precipitate which filtered and dried under vacuum (350 mg).

Workup

  1. stirringto stir at 110° C. for additional 30 min
  2. customto obtain a precipitate which
  3. filtrationfiltered
  4. customdried under vacuum (350 mg)

Sources & evidence

ORD record
ord-29a8511cad144956b59377a647849fd8
Source dataset
uspto-grants-2007_05
Patent number
US07223789B2

Reaction notes

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