Water → HCID 19386956, compound

HRID 2399329Notes

Reaction equation

HRID 2399329 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][C:9]([CH3:12])([CH3:11])[C:8]([CH2:13][NH:14][OH:15])=[C:7]([N:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]3=[O:22])[C:6]=2[CH:23]=1.C[Si]([N:28]=[C:29]=[S:30])(C)C.O>O1CCCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][C:9]([CH3:11])([CH3:12])[C:8]([CH2:13][N:14]([OH:15])[C:29]([NH2:28])=[S:30])=[C:7]([N:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]3=[O:22])[C:6]=2[CH:23]=1

Participants

5

Reactant 3

HCID 962WaterHCID 75297IsothiocyanatotrimethylsilaneHCID 19387043HCID 19387043, compound

Product 1

HCID 19386956HCID 19386956, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 6-bromo-2,2-dimethyl-3-(hydroxyamino)methyl-4-(2-oxo-1,2-dihydropyridin-1-yl)-2H-1-benzopyran in tetrahydrofuran was added dropwise trimethylsilyl isothiocyanate at room temperature. The reaction mixture was stirred at room temperature for two hours. Water was added, and the organic layer separated, dried and evaporated. The residue was triturated with diethyl ether to give 0.18 g of 6-bromo-2,2-dimethyl-3-(N-hydroxythioureido)methyl-4-(2-oxo-1,2-dihydropyridin-1-yl)-2H-1-benzopyran, m.p. 219° C.

Workup

  1. customthe organic layer separated
  2. customdried
  3. customevaporated
  4. customThe residue was triturated with diethyl ether

Sources & evidence

ORD record
ord-af4dd41e46e9407ebee497e538e44a3f
Source dataset
uspto-grants-1995_09
Patent number
US05447943

Reaction notes

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