Formaldehyde → HCID 21454000, compound

HRID 436292Notes

Reaction equation

HRID 436292 reaction equation
[CH2:1]=O.[NH2:3][C:4]([CH3:8])([CH3:7])[CH2:5][OH:6].C([O-])(=O)C.[Zn+2:13].[C:14]([O-])(=O)C.[C:18](=[S:20])=[S:19]>C(O)(C)C>[CH3:7][C:4]1([CH3:8])[CH2:5][O:6][CH2:1][N:3]1[C:18]([S-:20])=[S:19].[CH3:7][C:4]1([CH3:8])[CH2:5][O:6][CH2:14][N:3]1[C:18]([S-:20])=[S:19].[Zn+2:13]

Participants

6

Reactant 4

HCID 712Formaldehyde2×HCID 6348Carbon DisulfideHCID 11192Zinc AcetateHCID 118072-Amino-2-methyl-1-propanol

Product 1

HCID 21454000HCID 21454000, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
12 °C

Procedure

Thirty grams (1.0 mole) paraformaldehyde was added to a solution of 89.2 g. (1.0 mole) 2-amino-2-methyl-1-propanol in 600 ml. isopropanol, temperature at 45°-64° C. After all the paraformaldehyde had dissolved, the mixture was cooled to 12° C.; 92 g. (0.50 mole) anhydrous zinc acetate and 76 g. (1.0 mole) carbon disulfide were added. The reaction mixture was stirred 6 hours at 45°-50° C. Filtration at 5° C. gave 152.6 g. of the desired product melting with decomposition at 209°-211° C. A benzene-crystallized sample had the following analysis: Found: C, 34.92; H, 4.91; N, 6.62; Zn, 15.47. Calc. for C12H20N2O2S4Zn: C, 34.50; H, 4.79; N, 6.71; Zn, 15.67.

Workup

  1. customat 45°-64° C
  2. filtrationFiltration at 5° C.
  3. customgave 152.6 g

Sources & evidence

ORD record
ord-f5b7734b5ce44bdb9a35a66bdd4ba51c
Source dataset
uspto-grants-1977_02
Patent number
US04008244

Reaction notes

Loading…