Chloroacetyl chloride → HCID 178520809, compound

To a stirred solution of anhydrous 5-aminotetrazole, 85.0 g., 1.0 mole, in 400 ml of dimethylformamide, chloroacetyl chloride, 113 g., 1.0 mole, was added from a dropping funnel during about 25 minutes. The temperature of the mixture rose to a maximum of 85° C and was kept at approximately 80° C for 1 hr. longer by heating the mixture. The mixture was evaporated to approximately one-half the volume, poured into 1500 ml of water and cooled several hrs. in a refrigerator. The precipitated solid was collected on a filter and washed with cold water. The solid was dried at 50°-60° C to give 100.2 g., m.p. 218° C dec., 62% crude yield. Treatment of the solid with decolorizing carbon and crystallization from alcohol gave a white, fluffy, crystalline solid, m.p. 227°-228° C dec.

1. addition, 1.0 mole, was added from a dropping funnel during about 25 minutes
2. customrose to a maximum of 85° C
3. temperaturelonger by heating the mixture
4. customThe mixture was evaporated to approximately one-half the volume
5. additionpoured into 1500 ml of water
6. temperaturecooled several hrs
7. customThe precipitated solid was collected on
8. filtrationa filter
9. washwashed with cold water
10. customThe solid was dried at 50°-60° C
11. customto give 100.2 g
12. customTreatment of the solid with decolorizing carbon and crystallization from alcohol
13. customgave a white, fluffy, crystalline solid, m.p. 227°-228° C dec.

ORD record

ord-84a762f0eac343dab6aca358e71be783

Source dataset

uspto-grants-1977_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04013596