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N-methyl-N-chloromethylcarbamoyl chloride
N-methylcarbamodithioic acid ammonium salt
A
dazomet
B
3,5-Dimethyl-2-thioxo-[1,3,5]thiadiazinan-4-one
Conditions | Yield |
---|---|
With triethylamine In acetone 1.)ice-water cooling, 1h 2.)r.t., 2 h; | A 7% B 41% |
Conditions | Yield |
---|---|
(i) EtOH, (ii) /BRN= 1209228/, H2O; Multistep reaction; |
dazomet
dazomet
chromium(0) hexacarbonyl
[Cr(CO)5(3,5-dimethyl-tetrahydro-2H-1,3,5-thiadiazine-2-thione)]
Conditions | Yield |
---|---|
In tetrahydrofuran Irradiation (UV/VIS); under dry n2, Schlenk setup, 1:1 mixt. in THF, irradiated for 2 h, evapd. to dryness, dissolved (CH2Cl2); pptd. (ether), washed (ether), dried (vac.), elem. anal.; | 79% |
dazomet
cymantrene
[Mn(CO)2(C5H5)(3,5-dimethyl-tetrahydro-2H-1,3,5-thiadiazine-2-thione)]
Conditions | Yield |
---|---|
In tetrahydrofuran Irradiation (UV/VIS); under dry n2, Schlenk setup, 1:1 mixt. in THF, irradiated for 2 h, evapd. to dryness, dissolved (CH2Cl2); pptd. (ether), washed (ether), dried (vac.), elem. anal.; |
dazomet
molybdenum hexacarbonyl
[Mo(CO)5(3,5-dimethyl-tetrahydro-2H-1,3,5-thiadiazine-2-thione)]
Conditions | Yield |
---|---|
In tetrahydrofuran Irradiation (UV/VIS); under dry n2, Schlenk setup, 1:1 mixt. in THF, irradiated for 2 h, evapd. to dryness, dissolved (CH2Cl2); pptd. (ether), washed (ether), dried (vac.), elem. anal.; |
dazomet
rhenium(I) pentacarbonyl bromide
[Re(CO)4Br(3,5-dimethyl-tetrahydro-2H-1,3,5-thiadiazine-2-thione)]
Conditions | Yield |
---|---|
In tetrahydrofuran Irradiation (UV/VIS); under dry n2, Schlenk setup, 1:1 mixt. in THF, irradiated for 2 h, evapd. to dryness, dissolved (CH2Cl2); pptd. (ether), washed (ether), dried (vac.), elem. anal.; |
dazomet
tungsten hexacarbonyl
[W(CO)5(3,5-dimethyl-tetrahydro-2H-1,3,5-thiadiazine-2-thione)]
Conditions | Yield |
---|---|
In tetrahydrofuran Irradiation (UV/VIS); under dry n2, Schlenk setup, 1:1 mixt. in THF, irradiated for 2 h, evapd. to dryness, dissolved (CH2Cl2); pptd. (ether), washed (ether), dried (vac.), elem. anal.; |
1. | eye-rbt 500 mg/24H SEV | 28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,204. | ||
2. | orl-rat LD50:320 mg/kg | TXAPA9 Toxicology and Applied Pharmacology. 9 (1966),521. | ||
3. | ihl-rat LC50:8400 mg/m3/4H | PEMNDP Pesticide Manual. 9 (1991),225. | ||
4. | skn-rat LD50:2260 mg/kg | NNGADV Nippon Noyaku Gakkaishi. 17 ,1992,S327. | ||
5. | ipr-rat LD50:87 mg/kg | TXAPA9 Toxicology and Applied Pharmacology. 9 (1966),521. | ||
6. | orl-mus LD50:180 mg/kg | TXAPA9 Toxicology and Applied Pharmacology. 9 (1966),521. | ||
7. | skn-mus LD50:2400 mg/kg | NNGADV Nippon Noyaku Gakkaishi. 17 ,1992,S327. | ||
8. | ipr-mus LDLo:50 mg/kg | ARZNAD Arzneimittel-Forschung. Drug Research. 21 (1971),121. | ||
9. | scu-mus LDLo:500 mg/kg | AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 12 (1904),447. | ||
10. | ipr-dog LD50:47 mg/kg | TXAPA9 Toxicology and Applied Pharmacology. 9 (1966),52 |