Dimethenamide is a pesticide produced in nine steps from ethylene:
C2H4 + CO + H2O → C3H6O2
C3H6O2 + Cl2 → C3H5ClO + HCl
C3H5ClO + NaSH + H2O → C3H5O2SNa + HCl + H2
C3H5O2SNa + HCl → C3H6O2S + NaCl
C3H6O2S + C4H6O2 → C7H12O4S
C7H12O4S → C6H10OS + CO2 + H2O
C6H10OS + C4H11NO → C10H19NOS + H2O
2 C10H19NOS + 2 SOCl2 → 2 C10H17NOS + SO2 + S + 4 HCl
C10H17NOS + C2H2Cl2O → C12H18ClNO2S + HCl
Precursors that are used for the dimethenamide production are chloroacetyl chloride (C2H2Cl2O), methacrylic acid (C4H6O2), 1-methoxy-2-amino-propane (C4H11NO), sodium hydrogren sulfide (NaSH), and thionyl chloride (SOCl2).
Chloroacetyl chloride (C2H2Cl2O) is produced in two steps from acetic acid:
C2H4O2 + Cl2 → C2H3ClO2 + HCl
C2H3ClO2 + SOCl2 → C2H2Cl2O + HCl + SO2
Methacrylic acid (C4H6O2) is produced in three steps from acetone:
C3H6O + HCN → C4H7NO
C4H7NO + H2SO4 → C4H9NO5S
C4H9NO5S + H2O → C4H6O2 + NH4HSO4
1-Methoxy-2-amino-propane (C4H11NO) is produced in two steps from propylene oxide:
C3H6O + NH3 → C3H9NO
C3H9NO + CH4O → C4H11NO + H2O
Sodium hydrogen sulfide (NaSH) is produced from hydrogen sulfide and sodium hydroxide:
H2S + NaOH → NaSH + H2O
Thionyl chloride (SOCl2) is produced in two steps from sulphur:
S + Cl2 → SCl2
SCl2 + SO2 + Cl2 → 2 SOCl2