Water → HCID 15463645, compound

HRID 1106451Notes

Reaction equation

HRID 1106451 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[N:9]([CH:10]=1)[C:8](=[O:11])[C:7]1[C:12]([OH:20])=[C:13]([CH2:17][CH2:18][CH3:19])[C:14]([OH:16])=[CH:15][C:6]=1[O:5]2.ClS([N:25]=[C:26]=[O:27])(=O)=O.O>C1(C)C=CC=CC=1.C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]2[N:9]([C:10]=1[C:26]([NH2:25])=[O:27])[C:8](=[O:11])[C:7]1[C:12]([OH:20])=[C:13]([CH2:17][CH2:18][CH3:19])[C:14]([OH:16])=[CH:15][C:6]=1[O:5]2

Participants

6

Reactant 3

HCID 962WaterHCID 70918Chlorosulfonyl isocyanateHCID 9796118HCID 9796118, compound

Product 1

HCID 15463645HCID 15463645, compoundYield 52.4%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6344DichloromethaneSolvent

Procedure

To 100 mg (0.34 mmol) of 2-chloro-6,8-dihydroxy-7-propyl-9H-pyrrolo [2,1-b][1,3]benzoxazin-9-one in 10 mL of toluene and 15 mL of CH2Cl2 was added 0.03 mL (0.34 mmol) of chlorosulfonylisocyanate at 0° C. After 15 min., the mixture was warmed to RT, stirred for 30 min., and then 2 mL of water was added. After 30 min, the solids were filtered, washed with ether and dried in vacuo to give 60 mg of the title compound: mp 250° C. dec.

Workup

  1. waitAfter 30 min
  2. filtrationthe solids were filtered
  3. washwashed with ether
  4. customdried in vacuo

Sources & evidence

ORD record
ord-3783f26a69db4e4bb46c887d6352e632
Source dataset
uspto-grants-2000_05
Patent number
US06057315

Reaction notes

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