Sulfamic Acid → HCID 66759118, compound

HRID 457062Notes

Reaction equation

HRID 457062 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([OH:40])[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH:16]=[C:17]3[C:27]4[C:22](=[N:23][CH:24]=[CH:25][CH:26]=4)[O:21][C:20]4[CH:28]=[CH:29][CH:30]=[C:31]([C:32]5[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=5[CH:38]=[O:39])[C:19]=4[CH2:18]3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.S(N)(=O)(=O)[OH:42].Cl([O-])=O.[Na+]>C(O)(=O)C.O>[C:38]([C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][C:32]=1[C:31]1[C:19]2[CH2:18][C:17](=[CH:16][CH2:15][CH2:14][N:11]3[CH2:12][CH2:13][C:8]([C:5]4[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=4)([OH:40])[CH2:9][CH2:10]3)[C:27]3[C:22]([O:21][C:20]=2[CH:28]=[CH:29][CH:30]=1)=[N:23][CH:24]=[CH:25][CH:26]=3)([OH:42])=[O:39]

Participants

6

Reactant 3

HCID 5987Sulfamic AcidHCID 23668197Sodium ChloriteHCID 74020195HCID 74020195, compound

Product 1

HCID 66759118HCID 66759118, compoundYield 28.8%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent2×

Procedure

To a solution of the product of step 1 (270 mg) in acetic acid (2.2 ml) and water (0.5 ml) were added amidosulfuric acid (67 mg) and sodium chlorite (68 mg) in water (0.1 ml), and the mixture was stirred at room temperature for 15 minutes. The reaction mixture was distilled off under reduced pressure into half volume. The residue was neutralized with 1N sodium hydroxide. The precipitation was filtered and washed with water to give the titled compound (80 mg).

Workup

  1. distillationThe reaction mixture was distilled off under reduced pressure into half volume
  2. customThe precipitation
  3. filtrationwas filtered
  4. washwashed with water

Sources & evidence

ORD record
ord-a05b0d9564834d7c9e61554bf6a61029
Source dataset
uspto-grants-2007_03
Patent number
US07186729B2

Reaction notes

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