Water → N-(2,3-Dihydro-1H-pyrrolo[1,2-a]indol-1-yl)-N-hydroxy urea

HRID 653683Notes

Reaction equation

HRID 653683 reaction equation
[NH:1]([CH:3]1[C:7]2=[CH:8][C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=3[N:6]2[CH2:5][CH2:4]1)[OH:2].C[Si]([N:19]=[C:20]=[O:21])(C)C.O>C1COCC1>[CH:3]1([N:1]([OH:2])[C:20]([NH2:19])=[O:21])[C:7]2=[CH:8][C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=3[N:6]2[CH2:5][CH2:4]1

Participants

5

Reactant 3

HCID 962WaterHCID 70696Trimethylsilyl isocyanateHCID 107501202,3-Dihydro-1-hydroxamino-1H-pyrrolo[1,2-a]indole

Product 1

HCID 10177000N-(2,3-Dihydro-1H-pyrrolo[1,2-a]indol-1-yl)-N-hydroxy urea

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of the product from Step 2 (652 mg, 3.47 mmol) in THF (20 mL) at r.t. there was added 85% trimethylsilyl isocyanate (850 mg, 6.28 mmol) and the mixture was stirred for 30 minutes. There was added H2O (5 mL) and after stirring for another 5 minutes the THF was evaporated. The residual aqueous suspension was diluted with H2O and filtered to afford the title compound as a white solid, m.p.: 194° C. (dec).

Workup

  1. customwas evaporated
  2. additionThe residual aqueous suspension was diluted with H2O
  3. filtrationfiltered

Sources & evidence

ORD record
ord-ec4d2413b6404d348d95927bfd76765d
Source dataset
uspto-grants-1992_07
Patent number
US05128364

Reaction notes

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